TW201716389A - Heterocyclic compounds as pesticides - Google Patents
Heterocyclic compounds as pesticides Download PDFInfo
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- TW201716389A TW201716389A TW105121164A TW105121164A TW201716389A TW 201716389 A TW201716389 A TW 201716389A TW 105121164 A TW105121164 A TW 105121164A TW 105121164 A TW105121164 A TW 105121164A TW 201716389 A TW201716389 A TW 201716389A
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- methyl
- cyano
- trifluoromethyl
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- 239000000575 pesticide Substances 0.000 title description 27
- 150000002391 heterocyclic compounds Chemical class 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract description 332
- 239000000203 mixture Substances 0.000 claims abstract description 93
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- 238000000034 method Methods 0.000 claims abstract description 40
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- -1 C 1 -C 6 -alkoxy Chemical group 0.000 claims description 287
- 239000001257 hydrogen Substances 0.000 claims description 63
- 229910052739 hydrogen Inorganic materials 0.000 claims description 63
- 150000002431 hydrogen Chemical class 0.000 claims description 55
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 48
- 239000011737 fluorine Substances 0.000 claims description 48
- 229910052731 fluorine Inorganic materials 0.000 claims description 48
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 46
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 46
- 229910052794 bromium Inorganic materials 0.000 claims description 46
- 239000000460 chlorine Substances 0.000 claims description 44
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- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 43
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- 238000002560 therapeutic procedure Methods 0.000 description 1
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- 239000003451 thiazide diuretic agent Substances 0.000 description 1
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- 230000014616 translation Effects 0.000 description 1
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- BAZVSMNPJJMILC-UHFFFAOYSA-N triadimenol Chemical compound C1=NC=NN1C(C(O)C(C)(C)C)OC1=CC=C(Cl)C=C1 BAZVSMNPJJMILC-UHFFFAOYSA-N 0.000 description 1
- NKNFWVNSBIXGLL-UHFFFAOYSA-N triazamate Chemical compound CCOC(=O)CSC1=NC(C(C)(C)C)=NN1C(=O)N(C)C NKNFWVNSBIXGLL-UHFFFAOYSA-N 0.000 description 1
- AMFGTOFWMRQMEM-UHFFFAOYSA-N triazophos Chemical compound N1=C(OP(=S)(OCC)OCC)N=CN1C1=CC=CC=C1 AMFGTOFWMRQMEM-UHFFFAOYSA-N 0.000 description 1
- IQGKIPDJXCAMSM-UHFFFAOYSA-N triazoxide Chemical compound N=1C2=CC=C(Cl)C=C2[N+]([O-])=NC=1N1C=CN=C1 IQGKIPDJXCAMSM-UHFFFAOYSA-N 0.000 description 1
- XOIOGKHKNQYULW-HTNNXBMUSA-N tribendimidine Chemical compound C1=CC(/N=C(\C)N(C)C)=CC=C1\N=C\C(C=C1)=CC=C1\C=N\C1=CC=C(\N=C(/C)N(C)C)C=C1 XOIOGKHKNQYULW-HTNNXBMUSA-N 0.000 description 1
- KVSKGMLNBAPGKH-UHFFFAOYSA-N tribromosalicylanilide Chemical compound OC1=C(Br)C=C(Br)C=C1C(=O)NC1=CC=C(Br)C=C1 KVSKGMLNBAPGKH-UHFFFAOYSA-N 0.000 description 1
- 229950001807 tribromsalan Drugs 0.000 description 1
- JEMZVDDGSSQLRH-UHFFFAOYSA-N tributyl(4-cyclohexylbutyl)phosphanium Chemical compound C1(CCCCC1)CCCC[P+](CCCC)(CCCC)CCCC JEMZVDDGSSQLRH-UHFFFAOYSA-N 0.000 description 1
- 229940116861 trichinella britovi Drugs 0.000 description 1
- 229940096911 trichinella spiralis Drugs 0.000 description 1
- UBOXGVDOUJQMTN-UHFFFAOYSA-N trichloroethylene Natural products ClCC(Cl)Cl UBOXGVDOUJQMTN-UHFFFAOYSA-N 0.000 description 1
- 229960000323 triclabendazole Drugs 0.000 description 1
- QFNFRZHOXWNWAQ-UHFFFAOYSA-N triclopyricarb Chemical compound COC(=O)N(OC)C1=CC=CC=C1COC1=NC(Cl)=C(Cl)C=C1Cl QFNFRZHOXWNWAQ-UHFFFAOYSA-N 0.000 description 1
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 1
- ONCZDRURRATYFI-TVJDWZFNSA-N trifloxystrobin Chemical compound CO\N=C(\C(=O)OC)C1=CC=CC=C1CO\N=C(/C)C1=CC=CC(C(F)(F)F)=C1 ONCZDRURRATYFI-TVJDWZFNSA-N 0.000 description 1
- HSMVPDGQOIQYSR-KGENOOAVSA-N triflumizole Chemical compound C1=CN=CN1C(/COCCC)=N/C1=CC=C(Cl)C=C1C(F)(F)F HSMVPDGQOIQYSR-KGENOOAVSA-N 0.000 description 1
- XAIPTRIXGHTTNT-UHFFFAOYSA-N triflumuron Chemical compound C1=CC(OC(F)(F)F)=CC=C1NC(=O)NC(=O)C1=CC=CC=C1Cl XAIPTRIXGHTTNT-UHFFFAOYSA-N 0.000 description 1
- 238000006692 trifluoromethylation reaction Methods 0.000 description 1
- RROQIUMZODEXOR-UHFFFAOYSA-N triforine Chemical compound O=CNC(C(Cl)(Cl)Cl)N1CCN(C(NC=O)C(Cl)(Cl)Cl)CC1 RROQIUMZODEXOR-UHFFFAOYSA-N 0.000 description 1
- RKBCYCFRFCNLTO-UHFFFAOYSA-N triisopropylamine Chemical compound CC(C)N(C(C)C)C(C)C RKBCYCFRFCNLTO-UHFFFAOYSA-N 0.000 description 1
- ODHXBMXNKOYIBV-UHFFFAOYSA-N triphenylamine Chemical compound C1=CC=CC=C1N(C=1C=CC=CC=1)C1=CC=CC=C1 ODHXBMXNKOYIBV-UHFFFAOYSA-N 0.000 description 1
- YFTHZRPMJXBUME-UHFFFAOYSA-N tripropylamine Chemical compound CCCN(CCC)CCC YFTHZRPMJXBUME-UHFFFAOYSA-N 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
- 201000002311 trypanosomiasis Diseases 0.000 description 1
- 238000009827 uniform distribution Methods 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- JARYYMUOCXVXNK-CSLFJTBJSA-N validamycin A Chemical compound N([C@H]1C[C@@H]([C@H]([C@H](O)[C@H]1O)O[C@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)CO)[C@H]1C=C(CO)[C@@H](O)[C@H](O)[C@H]1O JARYYMUOCXVXNK-CSLFJTBJSA-N 0.000 description 1
- DBXFMOWZRXXBRN-LWKPJOBUSA-N valifenalate Chemical compound CC(C)OC(=O)N[C@@H](C(C)C)C(=O)NC(CC(=O)OC)C1=CC=C(Cl)C=C1 DBXFMOWZRXXBRN-LWKPJOBUSA-N 0.000 description 1
- LESVOLZBIFDZGS-UHFFFAOYSA-N vamidothion Chemical compound CNC(=O)C(C)SCCSP(=O)(OC)OC LESVOLZBIFDZGS-UHFFFAOYSA-N 0.000 description 1
- VRNFXUOQGOAQBZ-DYXAMGHASA-N veratrin Chemical compound C1[C@@H](C)CC[C@H]2[C@](O)(C)[C@@]3(O)[C@@H](O)C[C@@]4(O)[C@@H]5CC[C@H]6[C@]7(C)CC[C@H](OC(=O)C(\C)=C/C)[C@@]6(O)O[C@@]75C[C@@]4(O)[C@@H]3CN21.C1=C(OC)C(OC)=CC=C1C(=O)O[C@@H]1[C@@]2(O)O[C@@]34C[C@@]5(O)[C@H](CN6[C@@H](CC[C@H](C)C6)[C@@]6(C)O)[C@]6(O)[C@@H](O)C[C@@]5(O)[C@@H]4CC[C@H]2[C@]3(C)CC1 VRNFXUOQGOAQBZ-DYXAMGHASA-N 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- BCEHBSKCWLPMDN-MGPLVRAMSA-N voriconazole Chemical compound C1([C@H](C)[C@](O)(CN2N=CN=C2)C=2C(=CC(F)=CC=2)F)=NC=NC=C1F BCEHBSKCWLPMDN-MGPLVRAMSA-N 0.000 description 1
- 229960004740 voriconazole Drugs 0.000 description 1
- 235000020234 walnut Nutrition 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 239000004552 water soluble powder Substances 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 239000000230 xanthan gum Substances 0.000 description 1
- 229920001285 xanthan gum Polymers 0.000 description 1
- 235000010493 xanthan gum Nutrition 0.000 description 1
- 229940082509 xanthan gum Drugs 0.000 description 1
- WCJYTPVNMWIZCG-UHFFFAOYSA-N xylylcarb Chemical compound CNC(=O)OC1=CC=C(C)C(C)=C1 WCJYTPVNMWIZCG-UHFFFAOYSA-N 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229940048462 zinc phosphide Drugs 0.000 description 1
- NWONKYPBYAMBJT-UHFFFAOYSA-L zinc sulfate Chemical compound [Zn+2].[O-]S([O-])(=O)=O NWONKYPBYAMBJT-UHFFFAOYSA-L 0.000 description 1
- 239000011686 zinc sulphate Substances 0.000 description 1
- 235000009529 zinc sulphate Nutrition 0.000 description 1
- JRPGMCRJPQJYPE-UHFFFAOYSA-N zinc;carbanide Chemical compound [CH3-].[CH3-].[Zn+2] JRPGMCRJPQJYPE-UHFFFAOYSA-N 0.000 description 1
- DUBNHZYBDBBJHD-UHFFFAOYSA-L ziram Chemical compound [Zn+2].CN(C)C([S-])=S.CN(C)C([S-])=S DUBNHZYBDBBJHD-UHFFFAOYSA-L 0.000 description 1
- FJBGIXKIXPUXBY-UHFFFAOYSA-N {2-[3-(4-chlorophenyl)propyl]-2,4,4-trimethyl-1,3-oxazolidin-3-yl}(imidazol-1-yl)methanone Chemical compound C1=CN=CN1C(=O)N1C(C)(C)COC1(C)CCCC1=CC=C(Cl)C=C1 FJBGIXKIXPUXBY-UHFFFAOYSA-N 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D285/00—Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
- C07D285/01—Five-membered rings
- C07D285/02—Thiadiazoles; Hydrogenated thiadiazoles
- C07D285/04—Thiadiazoles; Hydrogenated thiadiazoles not condensed with other rings
- C07D285/08—1,2,4-Thiadiazoles; Hydrogenated 1,2,4-thiadiazoles
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/30—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests characterised by the surfactants
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/82—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with three ring hetero atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
- A61P33/14—Ectoparasiticides, e.g. scabicides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing three or more hetero rings
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Dentistry (AREA)
- Engineering & Computer Science (AREA)
- Plant Pathology (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Veterinary Medicine (AREA)
- Toxicology (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Tropical Medicine & Parasitology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Description
本發明關於噻二唑化合物,含有此等化合物之組成物,彼等用於控制動物害蟲(包括節肢動物、昆蟲和線蟲)之用途,及用於製備該噻二唑化合物之方法及中間物。 The present invention relates to thiadiazole compounds, compositions comprising such compounds, their use for controlling animal pests, including arthropods, insects and nematodes, and methods and intermediates for preparing the thiadiazole compounds.
特定的噻二唑化合物及彼用於控制害蟲之用途係自WO 01/40223 A2已知。在噻二唑環系統之3-位置上具有吡啶部分的噻二唑化合物及彼等用於控制寄生蟲之用途揭示於WO 2015/073797 A1中。 Specific thiadiazole compounds and their use for controlling pests are known from WO 01/40223 A2. Thiadiazole compounds having a pyridine moiety at the 3-position of the thiadiazole ring system and their use for controlling parasites are disclosed in WO 2015/073797 A1.
作物保護組成物(其亦包括除害劑)必須符合許多要求,例如關於彼等作用及可能用途的效能、持久性、廣效性、耐破壞性質、傳粉媒介及有利的安全性。毒性、與其他活性化合物或調配物輔助劑之可組合性的問題以及合成活性化合物所需費用的問題扮演一角色。此外,可能發生抗藥性。基於所有該等理由,不可視為完成對新穎作物保護組成物的尋求,且對與已知的化合物相比而至少在有關的各個方面具有改進的性質之新穎化合物仍有不斷的需求 Crop protection compositions (which also include pesticides) must meet a number of requirements, such as efficacy, persistence, broad-spectrum, resistance to damage, pollinators, and beneficial safety for their effects and possible uses. The problem of toxicity, compatibility with other active compounds or formulation adjuvants, and the cost of synthesizing the active compounds play a role. In addition, drug resistance may occur. For all of these reasons, it is not considered to be a quest for the completion of novel crop protection compositions, and there is a constant need for novel compounds that have improved properties in at least related aspects compared to known compounds.
本發明的目的係提供在各方面擴大除害劑廣效性的化合物。 It is an object of the present invention to provide compounds which broaden the broad efficacy of the pesticide in various aspects.
此目的,及未明確陳述但可自本文所討論之連結識別或衍生的更多目的係由式(I)化合物及式(I)化合物之鹽達成
其中虛線代表至噻二唑環之鍵,D 代表來自由下列所組成之群組的基團:
其中虛線代表至C=Q中的碳原子之鍵,E 代表氫、C1-C6-烷基、C3-C6-環烷基、C2-C6-鹵烷基、C3-C6-烯基、C3-C6-炔基、C3-C6-環烷基-C1-C6-烷基、氰基-C1-C6-烷基、C1-C6-烷基羰基、C1-C6-烷氧基-C1-C6-烷基、C1-C6-烷氧基羰基、金屬離子、銨離子或代表C(=O)-D,Q 代表氧或硫,R1 代表鹵素、氰基、硝基、C1-C6-烷基、C1-C6-鹵烷基、C2-C6-烯基、C2-C6-炔基、C3-C6-環烷基、C1-C6-烷氧基、C1-C6-鹵烷氧基、C1-C6-烷硫基、C1-C6-鹵烷硫基、C3-C6-烯硫基、C3-C6-炔硫基、C1-C6-烷基亞磺醯基、C1-C6-鹵烷基亞磺醯基、C1-C6-烷基磺醯基、C1-C6-鹵烷基磺醯基,R2 代表氫、鹵素、氰基、硝基、C1-C6-烷基、C1-C6-鹵烷基、C1-C6-烷氧基、C1-C6-鹵烷氧基、C1-C6-烷硫基、C1-C6-鹵烷硫基、C1-C6-烷基亞磺醯基、C1-C6-鹵烷基亞磺醯基、C1-C6-烷基磺醯基、C1-C6-鹵烷基磺醯基,R3 代表鹵素、氰基、硝基、C1-C6-烷基、C1-C6-鹵烷基、C2-C6-烯基、C2-C6-炔基、C3-C6-環烷基、C1-C6-烷氧基、C1-C6-鹵烷氧基、C3-C6-烯氧基、C3-C6-鹵烯氧基、C3-C6-炔氧基、C3-C6-環烷氧基、C1-C6-烷硫基、C1-C6-鹵烷硫基、C1-C6-烷基亞磺醯基、C1-C6-鹵烷基亞磺醯基、C1-C6-烷基磺醯基、C1-C6-鹵烷基磺醯基,及 R4 代表氫、鹵素、硝基、氰基、C1-C6-烷基、C1-C6-鹵烷基、C1-C6-烷氧基、C1-C6-鹵烷氧基、C1-C6-烷硫基、C1-C6-鹵烷硫基、C1-C6-烷基亞磺醯基、C1-C6-鹵烷基亞磺醯基、C1-C6-烷基磺醯基、C1-C6-鹵烷基磺醯基。 Wherein the dotted line represents the bond to the carbon atom in C=Q, and E represents hydrogen, C 1 -C 6 -alkyl, C 3 -C 6 -cycloalkyl, C 2 -C 6 -haloalkyl, C 3 - C 6 -alkenyl, C 3 -C 6 -alkynyl, C 3 -C 6 -cycloalkyl-C 1 -C 6 -alkyl, cyano-C 1 -C 6 -alkyl, C 1 -C 6 -alkylcarbonyl, C 1 -C 6 -alkoxy-C 1 -C 6 -alkyl, C 1 -C 6 -alkoxycarbonyl, metal ion, ammonium ion or representative C(=O)-D , Q represents oxygen or sulfur, and R 1 represents halogen, cyano, nitro, C 1 -C 6 -alkyl, C 1 -C 6 -haloalkyl, C 2 -C 6 -alkenyl, C 2 -C 6 - alkynyl, C 3 -C 6 -cycloalkyl, C 1 -C 6 -alkoxy, C 1 -C 6 -haloalkoxy, C 1 -C 6 -alkylthio, C 1 -C 6 -haloalkylthio, C 3 -C 6 -alenylthio, C 3 -C 6 -alkynylthio, C 1 -C 6 -alkylsulfinyl, C 1 -C 6 -haloalkyl Sulfonyl, C 1 -C 6 -alkylsulfonyl, C 1 -C 6 -haloalkylsulfonyl, R 2 represents hydrogen, halogen, cyano, nitro, C 1 -C 6 -alkyl , C 1 -C 6 -haloalkyl, C 1 -C 6 -alkoxy, C 1 -C 6 -haloalkoxy, C 1 -C 6 -alkylthio, C 1 -C 6 -halane Sulfur, C 1 -C 6 -alkylsulfinylene, C 1 -C 6 - Haloalkylsulfinyl, C 1 -C 6 -alkylsulfonyl, C 1 -C 6 -haloalkylsulfonyl, R 3 represents halogen, cyano, nitro, C 1 -C 6 - Alkyl, C 1 -C 6 -haloalkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 3 -C 6 -cycloalkyl, C 1 -C 6 -alkoxy , C 1 -C 6 -haloalkoxy, C 3 -C 6 -alkenyloxy, C 3 -C 6 -haloalkoxy, C 3 -C 6 -alkynyloxy, C 3 -C 6 - ring Alkoxy, C 1 -C 6 -alkylthio, C 1 -C 6 -haloalkylthio, C 1 -C 6 -alkylsulfinylene, C 1 -C 6 -haloalkylsulfinium a C 1 -C 6 -alkylsulfonyl group, a C 1 -C 6 -haloalkylsulfonyl group, and R 4 represents hydrogen, halogen, nitro, cyano, C 1 -C 6 -alkyl, C 1 -C 6 -haloalkyl, C 1 -C 6 -alkoxy, C 1 -C 6 -haloalkoxy, C 1 -C 6 -alkylthio, C 1 -C 6 -halothio , C 1 -C 6 -alkylsulfinyl, C 1 -C 6 -haloalkylsulfinyl, C 1 -C 6 -alkylsulfonyl, C 1 -C 6 -haloalkyl Sulfonyl.
頃發現式(I)化合物具有顯著的生物性質,且尤其適合於控制農業、林業、貯存產品和材料的防護及衛生防區中出現的動物害蟲,特別為昆蟲和蜘蛛,及控制在動物(特別在溫血動物)上的節肢動物寄生蟲。 The compounds of formula (I) have been found to have significant biological properties and are particularly suitable for controlling the protection of agricultural, forestry, storage products and materials and animal pests present in sanitary zones, especially insects and spiders, and in animals (especially in Arthropod parasites on warm-blooded animals.
較佳為式(I)化合物,其中A 代表來自由下列所組成之群組的基團:
其中虛線代表至噻二唑環之鍵,D 代表來自由下列所組成之群組的基團:
其中虛線代表至C=Q中的碳原子之鍵,E 代表氫、C1-C4-烷基、C3-C6-環烷基、C2-C4-鹵烷基、C3-C4-烯基、C3-C4-炔基、C3-C6-環烷基-C1-C4-烷基、氰基-C1-C4-烷基、C1-C4-烷基羰基、C1-C4-烷氧基-C1-C4-烷基、C1-C4-烷氧基羰基、鹼金屬離子、鹼土金屬離子、銨離子或代表C(=O)-D,Q 代表氧或硫,R1 代表鹵素、氰基、硝基、C1-C6-烷基、C1-C6-鹵烷基、C3-C6-環烷基、C1-C6-烷氧基、C1-C6-鹵烷氧基、C1-C6-烷硫基、C1-C6-鹵烷硫基、C3-C6-烯硫基、C3-C6-炔硫基、C1-C6-烷基亞磺醯基、C1-C6-鹵烷基亞磺醯基、C1-C6-烷基磺醯基、C1-C6-鹵烷基磺醯基,R2 代表氫、鹵素、氰基、硝基、C1-C6-烷基、C1-C6-鹵烷基、C1-C6-烷氧基、C1-C6-鹵烷氧基、C1-C6-烷硫基、C1-C6-鹵烷硫基、C1-C6-烷基亞磺醯基、C1-C6-鹵烷基亞磺醯基、C1-C6-烷基磺醯基、C1-C6-鹵烷基磺醯基,R3 代表鹵素、氰基、硝基、C1-C6-烷基、C1-C6-鹵烷基、C2-C6-烯基、C2-C6-炔基、C3-C6-環烷基、C1-C6-烷氧基、C1-C6-鹵烷氧基、C3-C6-烯氧基、C3-C6-鹵烯氧基、C3-C6-炔氧基、C3-C6-環烷氧基、C1-C6- 烷硫基、C1-C6-鹵烷硫基、C1-C6-烷基亞磺醯基、C1-C6-鹵烷基亞磺醯基、C1-C6-烷基磺醯基、C1-C6-鹵烷基磺醯基,R4 代表氫、鹵素、硝基、氰基、C1-C6-烷基、C1-C6-鹵烷基、C1-C6-烷氧基、C1-C6-鹵烷氧基、C1-C6-烷硫基、C1-C6-鹵烷硫基、C1-C6-烷基亞磺醯基、C1-C6-鹵烷基亞磺醯基、C1-C6-烷基磺醯基、C1-C6-鹵烷基磺醯基。 Wherein the dotted line represents the bond to the carbon atom in C=Q, and E represents hydrogen, C 1 -C 4 -alkyl, C 3 -C 6 -cycloalkyl, C 2 -C 4 -haloalkyl, C 3 - C 4 -alkenyl, C 3 -C 4 -alkynyl, C 3 -C 6 -cycloalkyl-C 1 -C 4 -alkyl, cyano-C 1 -C 4 -alkyl, C 1 -C 4 -alkylcarbonyl, C 1 -C 4 -alkoxy-C 1 -C 4 -alkyl, C 1 -C 4 -alkoxycarbonyl, alkali metal ion, alkaline earth metal ion, ammonium ion or representative C ( =O)-D, Q represents oxygen or sulfur, and R 1 represents halogen, cyano, nitro, C 1 -C 6 -alkyl, C 1 -C 6 -haloalkyl, C 3 -C 6 -cycloalkane , C 1 -C 6 -alkoxy, C 1 -C 6 -haloalkoxy, C 1 -C 6 -alkylthio, C 1 -C 6 -haloalkylthio, C 3 -C 6 - alkenyl group, C 3 -C 6 - alkynyl group, C 1 -C 6 - alkylsulfinyl acyl, C 1 -C 6 - alkylsulfinyl acyl halides, C 1 -C 6 - alkyl sulfonamide Indenyl, C 1 -C 6 -haloalkylsulfonyl, R 2 represents hydrogen, halogen, cyano, nitro, C 1 -C 6 -alkyl, C 1 -C 6 -haloalkyl, C 1 -C 6 -alkoxy, C 1 -C 6 -haloalkoxy, C 1 -C 6 -alkylthio, C 1 -C 6 -haloalkylthio, C 1 -C 6 -alkylsulfin acyl, C 1 -C 6 - halo alkylimino Acyl, C 1 -C 6 - alkylsulfonyl group, C 1 -C 6 - alkylsulfonyl group halogen, R 3 represents halogen, cyano, nitro, C 1 -C 6 - -alkyl, C 1 -C 6 -haloalkyl, C 2 -C 6 -alkenyl, C 2 -C 6 -alkynyl, C 3 -C 6 -cycloalkyl, C 1 -C 6 -alkoxy, C 1 -C 6 -haloalkoxy, C 3 -C 6 -alkenyloxy, C 3 -C 6 -haloalkenyloxy, C 3 -C 6 -alkynyloxy, C 3 -C 6 -cycloalkoxy, C 1 -C 6 -alkylthio, C 1 -C 6 -haloalkylthio, C 1 -C 6 -alkylsulfinylene, C 1 -C 6 -haloalkylsulfinyl, C 1 - C 6 -alkylsulfonyl, C 1 -C 6 -haloalkylsulfonyl, R 4 represents hydrogen, halogen, nitro, cyano, C 1 -C 6 -alkyl, C 1 -C 6 - Haloalkyl, C 1 -C 6 -alkoxy, C 1 -C 6 -haloalkoxy, C 1 -C 6 -alkylthio, C 1 -C 6 -haloalkylthio, C 1 -C 6 -alkylsulfinyl, C 1 -C 6 -haloalkylsulfinyl, C 1 -C 6 -alkylsulfonyl, C 1 -C 6 -haloalkylsulfonyl.
特別佳為式(I)化合物,其中A 代表來自由下列所組成之群組的基團:
其中虛線代表至噻二唑環之鍵,D 代表來自由下列所組成之群組的基團:
其中虛線代表至C=Q中的碳原子之鍵,E 代表氫、C1-C4-烷基、C2-C4-鹵烷基、氰基-C1-C4-烷基、C1-C4-烷基羰基、C1-C4-烷氧基-C1-C4-烷基、C1-C4-烷氧基羰基、鹼金屬離子、 鹼土金屬離子、銨離子或代表C(=O)-D,Q 代表氧或硫,R1 代表鹵素、氰基、硝基、C1-C4-烷基、C1-C4-鹵烷基、C3-C6-環烷基、C1-C4-烷氧基、C1-C4-鹵烷氧基、C1-C4-烷硫基、C1-C4-鹵烷硫基、C1-C4-烷基亞磺醯基、C1-C4-鹵烷基亞磺醯基、C1-C4-烷基磺醯基、C1-C4-鹵烷基磺醯基,R2 代表氫、鹵素、氰基、硝基、C1-C4-烷基、C1-C4-鹵烷基、C1-C4-烷氧基、C1-C4-鹵烷氧基、C1-C4-烷硫基、C1-C4-鹵烷硫基、C1-C4-烷基亞磺醯基、C1-C4-鹵烷基亞磺醯基、C1-C4-烷基磺醯基、C1-C4-鹵烷基磺醯基,R3 代表鹵素、氰基、硝基、C1-C4-烷基、C1-C4-鹵烷基、C2-C4-烯基、C2-C4-炔基、C3-C6-環烷基、C1-C4-烷氧基、C1-C4-鹵烷氧基、C3-C4-烯氧基、C3-C4-鹵烯氧基、C3-C4-炔氧基、C3-C6-環烷氧基、C1-C4-烷硫基、C1-C4-鹵烷硫基、C1-C4-烷基亞磺醯基、C1-C4-鹵烷基亞磺醯基、C1-C4-烷基磺醯基、C1-C4-鹵烷基磺醯基,R4 代表氫、鹵素、硝基、氰基、C1-C4-烷基、C1-C4-鹵烷基、C1-C4-烷氧基、C1-C4-鹵烷氧基、C1-C4-烷硫基、C1-C4-鹵烷硫基、C1-C4-烷基亞磺醯基、C1-C4-鹵烷基亞磺醯基、C1-C4-烷基磺醯基、C1-C4-鹵烷基磺醯基。 Wherein the dotted line represents the bond to the carbon atom in C=Q, and E represents hydrogen, C 1 -C 4 -alkyl, C 2 -C 4 -haloalkyl, cyano-C 1 -C 4 -alkyl, C 1 -C 4 -alkylcarbonyl, C 1 -C 4 -alkoxy-C 1 -C 4 -alkyl, C 1 -C 4 -alkoxycarbonyl, alkali metal ion, alkaline earth metal ion, ammonium ion or Represents C(=O)-D, Q represents oxygen or sulfur, and R 1 represents halogen, cyano, nitro, C 1 -C 4 -alkyl, C 1 -C 4 -haloalkyl, C 3 -C 6 -cycloalkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -haloalkoxy, C 1 -C 4 -alkylthio, C 1 -C 4 -haloalkylthio, C 1 - C 4 -alkylsulfinyl, C 1 -C 4 -haloalkylsulfinyl, C 1 -C 4 -alkylsulfonyl, C 1 -C 4 -haloalkylsulfonyl, R 2 represents hydrogen, halogen, cyano, nitro, C 1 -C 4 -alkyl, C 1 -C 4 -haloalkyl, C 1 -C 4 -alkoxy, C 1 -C 4 -haloalkoxy group, C 1 -C 4 - alkylthio, C 1 -C 4 - haloalkylthio, C 1 -C 4 - alkylsulfinyl acyl, C 1 -C 4 - alkylsulfinyl acyl halide, C 1 -C 4 -alkylsulfonyl, C 1 -C 4 -haloalkylsulfonyl, R 3 represents halogen, cyano, nitro, C 1 -C 4 -alkyl, C 1 -C 4 -halane , C 2 -C 4 - alkenyl, C 2 -C 4 - alkynyl group, C 3 -C 6 - cycloalkyl, C 1 -C 4 - alkoxy, C 1 -C 4 - haloalkoxy, C 3 -C 4 -alkenyloxy, C 3 -C 4 -haloalkoxy, C 3 -C 4 -alkynyloxy, C 3 -C 6 -cycloalkoxy, C 1 -C 4 -alkylthio group, C 1 -C 4 - haloalkylthio, C 1 -C 4 - alkylsulfinyl acyl, C 1 -C 4 - alkylsulfinyl acyl halides, C 1 -C 4 - alkylsulfonyl a C 1 -C 4 -haloalkylsulfonyl group, R 4 represents hydrogen, halogen, nitro, cyano, C 1 -C 4 -alkyl, C 1 -C 4 -haloalkyl, C 1 - C 4 -alkoxy, C 1 -C 4 -haloalkoxy, C 1 -C 4 -alkylthio, C 1 -C 4 -haloalkylthio, C 1 -C 4 -alkylsulfinium a C 1 -C 4 -haloalkylsulfinyl group, a C 1 -C 4 -alkylsulfonyl group, a C 1 -C 4 -haloalkylsulfonyl group.
非常特別佳為式(I)化合物,其中A 代表來自由下列所組成之群組的基團:
其中虛線代表至噻二唑環之鍵,D 代表來自由下列所組成之群組的基團:
其中R5、R6、R7和R8獨立地代表氫、C1-C4-烷基或苯甲基,或E 代表C(=O)-D,Q 代表氧或硫,R1 代表氟、氯、溴、碘、氰基、硝基、甲基、乙基、正丙基、異丙基、二氟甲基、三氟甲基、氯二氟甲基、五氟乙基、環丙基、甲氧基、 乙氧基二氟甲氧基、三氟甲氧基、氯二氟甲氧基、二氟乙氧基、三氟乙氧基、甲硫基、乙硫基、三氟甲硫基、二氟甲硫基、二氟乙硫基、三氟乙硫基、甲基亞磺醯基、乙基亞磺醯基、三氟甲基亞磺醯基、二氟甲基亞磺醯基、二氟乙基亞磺醯基、三氟乙基亞磺醯基、甲基磺醯基、乙基磺醯基、三氟甲基磺醯基、二氟甲基磺醯基、二氟乙基磺醯基、三氟乙基磺醯基,R2 代表氫、氟、氯、溴、碘、氰基、硝基、甲基、乙基、二氟甲基、三氟甲基、氯二氟甲基、五氟乙基、甲氧基、乙氧基、二氟甲氧基、三氟甲氧基、氯二氟-甲氧基、二氟乙氧基、三氟乙氧基甲硫基、乙硫基、三氟甲硫基、二氟甲硫基、二氟乙硫基、三氟乙硫基、三氟甲基亞磺醯基、二氟甲基亞磺醯基、二氟乙基亞磺醯基、三氟乙基亞磺醯基、甲基磺醯基、乙基磺醯基、三氟甲基磺醯基、二氟甲基磺醯基、二氟乙基磺醯基、三氟乙基磺醯基,R3 代表氟、氯、溴、碘、氰基、硝基、甲基、乙基、二氟甲基、三氟甲基、氯二氟甲基、五氟乙基、環丙基、甲氧基、乙氧基、二氟甲氧基、三氟甲氧基、氯二氟-甲氧基、二氟乙氧基、三氟乙氧基、甲硫基、乙硫基、三氟甲硫基、二氟甲硫基、二氟乙硫基、三氟乙硫基、甲基亞磺醯基、乙基亞磺醯基、三氟甲基亞磺醯基、二氟甲基亞磺醯基、二氟乙基亞磺醯基、三氟乙基亞磺醯基、甲基磺醯基、乙基磺醯基、三氟甲基磺醯基、二氟甲基磺醯基、二氟乙基磺醯基、三氟乙基磺醯基,及R4 代表氫、氟、氯、溴、碘、硝基、氰基、甲基、乙基、二氟甲基、三氟甲基、氯二氟甲基、五氟乙基、甲氧基、乙氧基、二氟甲氧基、三氟甲氧基、氯二氟-甲氧基、二氟乙氧基、三氟乙氧基甲硫基、乙 硫基、三氟甲硫基、二氟甲硫基、二氟乙硫基、三氟乙硫基、三氟甲基亞磺醯基、二氟甲基亞磺醯基、二氟乙基亞磺醯基、三氟乙基亞磺醯基、甲基磺醯基、乙基磺醯基、三氟甲基磺醯基、二氟甲基磺醯基、二氟乙基磺醯基、三氟乙基磺醯基。 Wherein R 5 , R 6 , R 7 and R 8 independently represent hydrogen, C 1 -C 4 -alkyl or benzyl, or E represents C(=O)-D, Q represents oxygen or sulfur, and R 1 represents Fluorine, chlorine, bromine, iodine, cyano, nitro, methyl, ethyl, n-propyl, isopropyl, difluoromethyl, trifluoromethyl, chlorodifluoromethyl, pentafluoroethyl, ring Propyl, methoxy, ethoxydifluoromethoxy, trifluoromethoxy, chlorodifluoromethoxy, difluoroethoxy, trifluoroethoxy, methylthio, ethylthio, three Fluoromethylthio, difluoromethylthio, difluoroethylthio, trifluoroethylthio, methylsulfinyl, ethylsulfinyl, trifluoromethylsulfinyl, difluoromethyl Sulfosyl, difluoroethylsulfinyl, trifluoroethylsulfinyl, methylsulfonyl, ethylsulfonyl, trifluoromethylsulfonyl, difluoromethylsulfonyl , difluoroethylsulfonyl, trifluoroethylsulfonyl, R 2 represents hydrogen, fluorine, chlorine, bromine, iodine, cyano, nitro, methyl, ethyl, difluoromethyl, trifluoromethyl , chlorodifluoromethyl, pentafluoroethyl, methoxy, ethoxy, difluoromethoxy, trifluoromethoxy, chlorodifluoro-methoxy Difluoroethoxy, trifluoroethoxymethylthio, ethylthio, trifluoromethylthio, difluoromethylthio, difluoroethylthio, trifluoroethylthio, trifluoromethylsulfin , difluoromethylsulfinyl, difluoroethylsulfinyl, trifluoroethylsulfinyl, methylsulfonyl, ethylsulfonyl, trifluoromethylsulfonyl, two Fluoromethylsulfonyl, difluoroethylsulfonyl, trifluoroethylsulfonyl, R 3 represents fluorine, chlorine, bromine, iodine, cyano, nitro, methyl, ethyl, difluoromethyl , trifluoromethyl, chlorodifluoromethyl, pentafluoroethyl, cyclopropyl, methoxy, ethoxy, difluoromethoxy, trifluoromethoxy, chlorodifluoro-methoxy, Fluoroethoxy, trifluoroethoxy, methylthio, ethylthio, trifluoromethylthio, difluoromethylthio, difluoroethylthio, trifluoroethylthio, methylsulfinyl, Ethylsulfinyl, trifluoromethylsulfinyl, difluoromethylsulfinyl, difluoroethylsulfinyl, trifluoroethylsulfinyl, methylsulfonyl, Sulfosyl, trifluoromethylsulfonyl, difluoromethylsulfonyl, difluoroethylsulfonyl, trifluoroethyl Acyl, and R 4 represents hydrogen, fluorine, chlorine, bromine, iodine, nitro, cyano, methyl, ethyl, difluoromethyl, trifluoromethyl, chlorodifluoromethyl, pentafluoroethyl, Methoxy, ethoxy, difluoromethoxy, trifluoromethoxy, chlorodifluoro-methoxy, difluoroethoxy, trifluoroethoxymethylthio, ethylthio, trifluoromethyl Sulfur, difluoromethylthio, difluoroethylthio, trifluoroethylthio, trifluoromethylsulfinyl, difluoromethylsulfinyl, difluoroethylsulfinyl, trifluoro Ethylsulfinyl, methylsulfonyl, ethylsulfonyl, trifluoromethylsulfonyl, difluoromethylsulfonyl, difluoroethylsulfonyl, trifluoroethylsulfonyl .
非常特別佳亦為式(I)化合物,其中A 代表來自由下列所組成之群組的基團:
其中虛線代表至噻二唑環之鍵,D 代表來自由下列所組成之群組的基團:
特別佳的化合物群組為式(I-1)化合物
其中R5、R6、R7和R8獨立地代表氫、甲基、乙基或苯甲基,Q 代表氧,R1 代表氟、氯、溴、碘、氰基、硝基、甲基、乙基、正丙基、異丙基、二氟甲基、三氟甲基、氯二氟甲基、五氟乙基、環丙基、甲氧基、乙氧基、二氟甲氧基、三氟甲氧基、氯二氟-甲氧基、二氟乙氧基、三氟乙氧基、甲硫基、乙硫基、三氟甲硫基、二氟甲硫基、二氟乙硫基、三氟乙硫基、甲基亞磺醯基、乙基亞磺醯基、三氟甲基亞磺醯基、二氟甲基亞磺醯基、二氟乙基亞磺醯基、三氟乙基亞磺醯基、甲基磺醯基、乙基磺醯基、三氟甲基磺醯基、二氟甲基磺醯基、二氟乙基磺醯基、三氟乙基磺醯基,R2 代表氫、氟、氯、溴、碘、氰基、硝基、甲基、乙基、二氟甲基、三氟甲基、氯二氟甲基、五氟乙基、甲氧基、乙氧基、二氟甲氧基、三氟甲氧基、氯二氟-甲氧基、二氟乙氧基、三氟乙氧基、甲硫基、乙硫基、三氟甲硫基、二氟甲硫基、二氟乙硫基、三氟乙硫基、三氟甲基亞磺醯基、二氟甲基亞磺醯基、二氟乙基亞磺醯基、三氟乙基亞磺醯基、甲基磺醯基、乙基磺醯基、三氟甲基磺醯基、二氟甲基磺醯基、二氟乙基磺醯基、三氟乙基磺醯基,R3 代表氟、氯、溴、碘、氰基、硝基、甲基、乙基、二氟甲基、三氟甲基、氯二氟甲基、五氟乙基、環丙基、甲氧基、乙氧基、二氟甲氧基、三氟甲氧基、氯二氟-甲氧基、二氟乙氧基、三氟乙氧基、甲硫基、乙硫基、三氟甲硫基、二氟甲硫基、二氟乙硫基、三氟乙硫基、甲基亞磺醯基、乙基亞磺醯基、三氟甲基亞磺醯基、二氟甲基 亞磺醯基、二氟乙基亞磺醯基、三氟乙基亞磺醯基、甲基磺醯基、乙基磺醯基、三氟甲基磺醯基、二氟甲基磺醯基、二氟乙基磺醯基、三氟乙基磺醯基,及R4 代表氫、氟、氯、溴、碘、硝基、氰基、甲基、乙基、二氟甲基、三氟甲基、氯二氟甲基、五氟乙基、甲氧基、乙氧基、二氟甲氧基、三氟甲氧基、氯二氟-甲氧基、二氟乙氧基、三氟乙氧基甲硫基、乙硫基、三氟甲硫基、二氟甲硫基、二氟乙硫基、三氟乙硫基、三氟甲基亞磺醯基、二氟甲基亞磺醯基、二氟乙基亞磺醯基、三氟乙基亞磺醯基、甲基磺醯基、乙基磺醯基、三氟甲基磺醯基、二氟甲基磺醯基、二氟乙基磺醯基、三氟乙基磺醯基。 Wherein R 5 , R 6 , R 7 and R 8 independently represent hydrogen, methyl, ethyl or benzyl, Q represents oxygen, and R 1 represents fluorine, chlorine, bromine, iodine, cyano, nitro, methyl , ethyl, n-propyl, isopropyl, difluoromethyl, trifluoromethyl, chlorodifluoromethyl, pentafluoroethyl, cyclopropyl, methoxy, ethoxy, difluoromethoxy ,Trifluoromethoxy, chlorodifluoro-methoxy, difluoroethoxy, trifluoroethoxy, methylthio, ethylthio, trifluoromethylthio, difluoromethylthio, difluoroethane Sulfuryl, trifluoroethylthio, methylsulfinyl, ethylsulfinyl, trifluoromethylsulfinyl, difluoromethylsulfinyl, difluoroethylsulfinyl, Trifluoroethylsulfinyl, methylsulfonyl, ethylsulfonyl, trifluoromethylsulfonyl, difluoromethylsulfonyl, difluoroethylsulfonyl, trifluoroethylsulfonate Sulfhydryl, R 2 represents hydrogen, fluorine, chlorine, bromine, iodine, cyano, nitro, methyl, ethyl, difluoromethyl, trifluoromethyl, chlorodifluoromethyl, pentafluoroethyl, A Oxy, ethoxy, difluoromethoxy, trifluoromethoxy, chlorodifluoro-methoxy, difluoroethoxy, three Ethoxy, methylthio, ethylthio, trifluoromethylthio, difluoromethylthio, difluoroethylthio, trifluoroethylthio, trifluoromethylsulfinyl, difluoromethyl Sulfonyl, difluoroethylsulfinyl, trifluoroethylsulfinyl, methylsulfonyl, ethylsulfonyl, trifluoromethylsulfonyl, difluoromethylsulfonyl, Difluoroethylsulfonyl, trifluoroethylsulfonyl, R 3 represents fluorine, chlorine, bromine, iodine, cyano, nitro, methyl, ethyl, difluoromethyl, trifluoromethyl, chlorine Difluoromethyl, pentafluoroethyl, cyclopropyl, methoxy, ethoxy, difluoromethoxy, trifluoromethoxy, chlorodifluoro-methoxy, difluoroethoxy, trifluoro Ethoxy, methylthio, ethylthio, trifluoromethylthio, difluoromethylthio, difluoroethylthio, trifluoroethylthio, methylsulfinyl, ethylsulfinyl, Trifluoromethylsulfinyl, difluoromethylsulfinyl, difluoroethylsulfinyl, trifluoroethylsulfinyl, methylsulfonyl, ethylsulfonyl, trifluoro methyl acyl sulfo, sulfo acyl difluoromethyl, difluoroethyl sulfo acyl, acyl-trifluoroethyl sulfo, and R 4 generations Hydrogen, fluorine, chlorine, bromine, iodine, nitro, cyano, methyl, ethyl, difluoromethyl, trifluoromethyl, chlorodifluoromethyl, pentafluoroethyl, methoxy, ethoxy , difluoromethoxy, trifluoromethoxy, chlorodifluoro-methoxy, difluoroethoxy, trifluoroethoxymethylthio, ethylthio, trifluoromethylthio, difluoromethane Base, difluoroethylthio, trifluoroethylthio, trifluoromethylsulfinyl, difluoromethylsulfinyl, difluoroethylsulfinyl, trifluoroethylsulfinyl, Methylsulfonyl, ethylsulfonyl, trifluoromethylsulfonyl, difluoromethylsulfonyl, difluoroethylsulfonyl, trifluoroethylsulfonyl.
另一特別佳的化合物群組為式(I-1)化合物
其中虛線代表至C=Q中的碳原子之鍵,E 代表氫,Q 代表氧,R1 代表氟、氯、溴、碘、氰基、甲基、乙基、正丙基、異丙基、二氟甲基、三氟甲基、氯二氟甲基、五氟乙基、甲氧基、乙氧基、二氟甲氧基、三氟甲氧基、氯二氟-甲氧基、二氟乙氧基、三氟乙氧基,R2 代表氫、氟、氯、溴、碘、氰基、二氟甲基、三氟甲基、氯二氟甲基、五氟乙基,R3 代表氟、氯、溴、碘、硝基、甲基、乙基、二氟甲基、三氟甲基、氯二氟甲基、五氟乙基、甲氧基、乙氧基,及R4 代表氫、氟、氯、溴、碘。 Wherein the dotted line represents the bond to the carbon atom in C=Q, E represents hydrogen, Q represents oxygen, and R 1 represents fluorine, chlorine, bromine, iodine, cyano, methyl, ethyl, n-propyl, isopropyl, Difluoromethyl, trifluoromethyl, chlorodifluoromethyl, pentafluoroethyl, methoxy, ethoxy, difluoromethoxy, trifluoromethoxy, chlorodifluoro-methoxy, Fluoroethoxy, trifluoroethoxy, R 2 represents hydrogen, fluorine, chlorine, bromine, iodine, cyano, difluoromethyl, trifluoromethyl, chlorodifluoromethyl, pentafluoroethyl, R 3 Represents fluorine, chlorine, bromine, iodine, nitro, methyl, ethyl, difluoromethyl, trifluoromethyl, chlorodifluoromethyl, pentafluoroethyl, methoxy, ethoxy, and R 4 Represents hydrogen, fluorine, chlorine, bromine, and iodine.
另一特別佳的化合物群組為式(I-2)化合物
另一特別佳的化合物群組為式(I-2)化合物
另一特別佳的化合物群組為式(I-3)化合物
其中虛線代表至C=Q中的碳原子之鍵,E 代表氫,Q 代表氧,R1 代表氟、氯、溴、碘,R2 代表氫,R3 代表氟、氯、溴、碘、二氟甲基、三氟甲基、氯二氟甲基、五氟乙基,及R4 代表氫。 Wherein the dotted line represents the bond to the carbon atom in C=Q, E represents hydrogen, Q represents oxygen, R 1 represents fluorine, chlorine, bromine, iodine, R 2 represents hydrogen, and R 3 represents fluorine, chlorine, bromine, iodine, Fluoromethyl, trifluoromethyl, chlorodifluoromethyl, pentafluoroethyl, and R 4 represent hydrogen.
在上文定義中,鹵素係選自由氟、氯、溴及碘所組成之群組,較佳為依次選自氟、氯及溴之群組,除非另有其他陳述。 In the above definition, the halogen is selected from the group consisting of fluorine, chlorine, bromine and iodine, preferably in the group selected from the group consisting of fluorine, chlorine and bromine, unless otherwise stated.
經鹵素取代之基團(例如鹵烷基)為經最多數目可能的取代基單或多鹵。在多鹵化的例子中,鹵素原子可相同或不同。鹵素表示氟、氯、溴及碘,特別為氟、氯及溴。 Halogen-substituted groups (e.g., haloalkyl) are mono- or polyhalogens with the most number of possible substituents. In the case of polyhalogenation, the halogen atoms may be the same or different. Halogen means fluorine, chlorine, bromine and iodine, especially fluorine, chlorine and bromine.
術語〝烯氧基(alkenoxy)〞與〝烯氧基(alkenoxy)〞為同義字,〝炔氧基(alkynoxy)〞與〝炔氧基(alkynoxy)〞為同義字。 The term alkenoxy oxime is synonymous with alkenoxy oxime, and alkynyl oxime is synonymous with alkynyl oxime.
飽和或不飽和烴基(諸如烷基或烯基)可在各情況中儘可能為直鏈或支鏈,包括與雜原子的組合,如例如在烷氧基中。 The saturated or unsaturated hydrocarbon group (such as an alkyl or alkenyl group) may, in each case, be linear or branched as much as possible, including in combination with a hetero atom, such as, for example, in an alkoxy group.
視需要取代之基團可經單或多取代,其中在多取代例子中的取代基可 相同或不同。 The group to be substituted as needed may be mono- or polysubstituted, wherein the substituent in the multi-substitution example may be Same or different.
在通用術語或優先範圍內所給出之基團定義及說明適用於最終產物及對應地適用於起始材料和中間物。該等基團定義可如所欲彼此組合,亦即包括各個較佳範圍之間的組合。 The group definitions and descriptions given within the general term or priority range apply to the final product and correspondingly to the starting materials and intermediates. These group definitions can be combined with each other as desired, that is, including combinations between the various preferred ranges.
在式(I)化合物的較佳群組中,A代表A-1。 In a preferred group of compounds of formula (I), A represents A-1.
在式(I)化合物的另一較佳群組中,A代表A-2。 In another preferred group of compounds of formula (I), A represents A-2.
在式(I)化合物的另一較佳群組中,A代表A-3。 In another preferred group of compounds of formula (I), A represents A-3.
在式(I)化合物的另一較佳群組中,D代表B-1。 In another preferred group of compounds of formula (I), D represents B-1.
在式(I)化合物的另一較佳群組中,D代表B-2。 In another preferred group of compounds of formula (I), D represents B-2.
在式(I)化合物的另一較佳群組中,D代表B-3。 In another preferred group of compounds of formula (I), D represents B-3.
在式(I)化合物的另一較佳群組中,D代表B-8。 In another preferred group of compounds of formula (I), D represents B-8.
在式(I)化合物的另一較佳群組中,A代表A-1及D代表B-1。 In another preferred group of compounds of formula (I), A represents A-1 and D represents B-1.
在式(I)化合物的另一較佳群組中,A代表A-1及D代表B-2。 In another preferred group of compounds of formula (I), A represents A-1 and D represents B-2.
在式(I)化合物的另一較佳群組中,A代表A-1及D代表B-3。 In another preferred group of compounds of formula (I), A represents A-1 and D represents B-3.
在式(I)化合物的另一較佳群組中,A代表A-1及D代表B-8。 In another preferred group of compounds of formula (I), A represents A-1 and D represents B-8.
在式(I)化合物的另一較佳群組中,A代表A-2及D代表B-1。 In another preferred group of compounds of formula (I), A represents A-2 and D represents B-1.
在式(I)化合物的另一較佳群組中,A代表A-2及D代表B-3。 In another preferred group of compounds of formula (I), A represents A-2 and D represents B-3.
在式(I)化合物的另一較佳群組中,A代表A-3及D代表B-1。 In another preferred group of compounds of formula (I), A represents A-3 and D represents B-1.
在式(I)化合物的另一較佳群組中,A代表A-3及D代表B-3。 In another preferred group of compounds of formula (I), A represents A-3 and D represents B-3.
在式(I)化合物的另一較佳群組中,若R1於A-2中為氟,則R2不必於A-2中代表氟。 In another preferred group of compounds of formula (I), if R 1 is fluoro in A-2, then R 2 does not necessarily represent fluorine in A-2.
在式(I-2)化合物的較佳群組中,若R1不為氟,則R2不必代表氫。 In a preferred group of compounds of the formula (I-2), if R 1 is not fluorine, R 2 does not necessarily represent hydrogen.
另外發現式(I)化合物可藉由下文所述方法獲得。 Further, it has been found that the compound of the formula (I) can be obtained by the method described below.
因此,本發明亦關於製備其中Q代表氧及E代表氫的式(I)化合物之 方法。在下列化合物的群組中,個別基團A和D具有上文所給出之意義。 Accordingly, the present invention also relates to the preparation of a compound of formula (I) wherein Q represents oxygen and E represents hydrogen. method. In the group of the following compounds, the individual groups A and D have the meanings given above.
其中E代表Ea(Ea=H)及Q=氧之式(I)化合物可藉由自式(II)之胺與式(III)之羧酸的醯胺偶合或與式(IV)之醯基氯反應而獲得(合成流程1)。 The compound of the formula (I) wherein E represents E a (E a =H) and Q = oxygen can be coupled with a guanamine of a carboxylic acid of the formula (III) or an amine of the formula (IV) Obtained by the reaction of mercapto chloride (Synthesis Scheme 1).
在醯胺反應的例子中(路徑A),除了酸(III)及胺(II)以外,亦可使用在溶劑(諸如二氯甲烷)中的鹼(諸如乙基-N,N-二異丙胺)及偶合劑(諸如六氟磷酸溴(三-1-吡咯啶基)鏻(PYBrOP)。另一選擇地,可在例如80℃之溫度下使用在溶劑中的偶合劑(諸如1-[雙(二甲基胺基)亞甲基]-1H-1,2,3-三唑并[4,5-b]嘧啶3-氧化六氟磷酸(HATU))與或不與催化量的4-(N,N-二甲基胺基)吡啶。 In the case of the indoleamine reaction ( path A ), in addition to the acid (III) and the amine (II), a base such as ethyl-N,N-diisopropylamine in a solvent such as dichloromethane may also be used. And a coupling agent (such as bromine (tri-1-pyrrolidinyl) ruthenium (PYBrOP). Alternatively, a coupling agent in a solvent (such as 1-[double) can be used at a temperature of, for example, 80 °C. (Dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyrimidine 3-oxohexafluorophosphate (HATU) with or without catalytic amount of 4- (N,N-Dimethylamino)pyridine.
在與醯基氯反應的例子中(路徑B),以鹼用於系統中,諸如- 乙基-N,N-二異丙胺於乙腈中,以或不以加熱,- 乙基-N,N-二異丙胺於氯仿中,有或沒有4-(N,N-二甲基胺基)吡啶,- 三乙胺於二氯甲烷中,在室溫下,- 氫化鈉於四氫呋喃中,在室溫下。 In the case of reaction with mercapto chloride ( path B ), a base is used in the system, such as -ethyl-N,N-diisopropylamine in acetonitrile, with or without heating, -ethyl-N,N -diisopropylamine in chloroform with or without 4-(N,N-dimethylamino)pyridine, -triethylamine in dichloromethane at room temperature, sodium hydride in tetrahydrofuran, in the chamber Warm down.
式(IV)之醯基氯係於市場上取得或可自對應的式(III)之羧酸使用氯化劑(諸如亞硫醯氯)於溶劑(諸如甲苯)中製得。 The mercapto chloride of formula (IV) is commercially available or can be prepared from the corresponding carboxylic acid of formula (III) using a chlorinating agent such as sulfinium chloride in a solvent such as toluene.
其中E代表Eb(Eb為金屬離子或銨離子)及Q代表氧的式(I)化合物可自其中E代表H的式(I)化合物使用強鹼(例如甲醇鈉)獲得,如合成流程2 中所示。 A compound of formula (I) wherein E represents E b (E b is a metal ion or ammonium ion) and Q represents oxygen can be obtained from a compound of formula (I) wherein E represents H using a strong base such as sodium methoxide, such as a synthetic scheme Shown in 2.
其中E代表Ec(Ec為C1-C6-烷基)的式(I)化合物係藉由使用鹼(諸如氫化鈉)於溶劑(諸如二甲基甲醯胺)中與溴-或碘-C1-C6-烷基試劑的醯胺官能之NH的烷基化作用而獲得。 A compound of formula (I) wherein E represents E c (E c is C 1 -C 6 -alkyl) is obtained by using a base such as sodium hydride in a solvent such as dimethylformamide with bromine or Obtained by alkylation of a guanamine-functional NH of an iodine-C 1 -C 6 -alkyl reagent.
其中E代表Ed(Ed為COAr)的式(I)化合物可藉由使用式(II)之胺與過量鹼(例如乙基-N,N-二異丙胺)及過量苯甲醯氯ClCOD的過度苯甲醯化作用而獲得。 The compound of the formula (I) wherein E represents E d (E d is COAr) can be obtained by using an amine of the formula (II) with an excess of a base (for example ethyl-N,N-diisopropylamine) and an excess of benzamidine chloride ClCOD. Obtained by excessive benzamidine.
一些式(II)之胺係於市場上取得,例如下列者:3-(2-氯苯基)-1,2,4-噻二唑-5-胺;3-[2-(三氟甲基)苯基]-1,2,4-噻二唑-5-胺;3-(3-氯吡啶-2-基)-1,2,4-噻二唑-5-胺及3-[3-氯5-(三氟甲基)吡啶-2-基]-1,2,4-噻二唑-5-胺。 Some of the amines of formula (II) are commercially available, for example the following: 3-(2-chlorophenyl)-1,2,4-thiadiazol-5-amine; 3-[2-(trifluoromethyl) Phenyl]-1,2,4-thiadiazol-5-amine; 3-(3-chloropyridin-2-yl)-1,2,4-thiadiazol-5-amine and 3-[ 3-Chloro 5-(trifluoromethyl)pyridin-2-yl]-1,2,4-thiadiazol-5-amine.
新穎的式(II-2)之胺,諸如3-(2,6-二氟苯基)-1,2,4-噻二唑-5-胺或3-(2-氯吡啶-3-基)-1,2,4-噻二唑-5-胺可如合成流程3中所示而獲得。 A novel amine of formula (II-2), such as 3-(2,6-difluorophenyl)-1,2,4-thiadiazol-5-amine or 3-(2-chloropyridin-3-yl) -1,2,4-thiadiazol-5-amine can be obtained as shown in Synthesis Scheme 3.
式(VII)之腈可與六甲基二矽氮烷鋰(LiHMDS)在溶劑(諸如四氫呋喃)中反應,以給出式(VI)之脒。另一選擇地,式(VII)之腈可使用三甲基鋁與氯化銨於溶劑(諸如甲苯)中的混合物在諸如0℃之溫度下逐滴添加至式 (VII)之腈中而轉變成式(VI)之脒。接著將反應混合物加熱至例如80℃。在一些例子中,脒係於市場上取得。 The nitrile of formula (VII) can be reacted with lithium hexamethyldiazepine (LiHMDS) in a solvent such as tetrahydrofuran to give the formula (VI). Alternatively, the nitrile of formula (VII) can be added dropwise to the formula using a mixture of trimethylaluminum and ammonium chloride in a solvent such as toluene at a temperature such as 0 °C. In the nitrile of (VII), it is converted into the formula (VI). The reaction mixture is then heated to, for example, 80 °C. In some cases, the tether is obtained on the market.
式(VI)之脒可以例如N-溴琥珀醯亞胺溴化,以給出式(V)之溴化中間物。式(V)之中間物可使用諸如硫代氰酸鉀之劑於溶劑(諸如甲醇)中環化,得到式(II)之噻二唑-胺。另一選擇地,式(VI)之脒可以不分離式(V)之中間物的一鍋法轉變成式(II)之噻二唑-胺。反應係在鹼(諸如三乙胺)的存在下進行,先在例如0℃下使用溴化劑(諸如溴)於溶劑(諸如甲醇)中,接著添加硫代氰酸鉀。 The oxime of formula (VI) can be brominated, for example, with N-bromosuccinimide to give the brominated intermediate of formula (V). The intermediate of formula (V) can be cyclized using a solvent such as potassium thiocyanate in a solvent such as methanol to give the thiadiazole-amine of formula (II). Alternatively, the oxime of formula (VI) can be converted to the thiadiazole-amine of formula (II) by a one-pot process without separating the intermediate of formula (V). The reaction is carried out in the presence of a base such as triethylamine, first using a brominating agent such as bromine in a solvent such as methanol at 0 ° C, followed by potassium thiocyanate.
其中E代表Ea(Ea=H)的式(I)化合物亦可藉由式(VIII)之硼酸與式(IX)之溴-噻二唑加成物(Suzuki偶合,參見合成流程4)的反應而獲得,該反應係在例如60℃之溫度下使用例如X-phos胺基聯苯氯化鈀預觸媒以及鹼(例如磷酸鉀)於溶劑混合物(諸如四氫呋喃/水)中。式(IX)之溴-噻二唑可藉由式(III)之羧酸與式(X)之胺之間的醯胺偶合而獲得,該偶合係在例如80℃之溫度下在偶合劑(諸如HATU)及鹼(諸如乙基-N,N-二異丙胺)的存在下。式(X)之溴噻二唑-胺可藉由氨與3-溴-5-氯噻二唑(XI)的反應而獲得。 The compound of the formula (I) wherein E represents E a (E a = H) can also be obtained by a boronic acid of the formula (VIII) and a bromo-thiadiazole addition of the formula (IX) (Suzuki coupling, see Synthesis Scheme 4) The reaction is obtained, for example, at a temperature of, for example, 60 ° C using, for example, X-phos aminobiphenyl chloride pre-catalyst and a base such as potassium phosphate in a solvent mixture such as tetrahydrofuran/water. The bromine-thiadiazole of the formula (IX) can be obtained by coupling a guanamine between a carboxylic acid of the formula (III) and an amine of the formula (X) at a temperature of, for example, 80 ° C in a coupling agent ( In the presence of such as HATU) and a base such as ethyl-N,N-diisopropylamine. The bromothiadiazole-amine of the formula (X) can be obtained by the reaction of ammonia with 3-bromo-5-chlorothiadiazole (XI).
在特別的例子中,其中E代表Ea(Ea=H)的式(I)化合物係藉由Langlois三氟甲基化反應而獲得,該反應係使用三氟甲烷亞磺酸鈉、三氟甲磺酸銅(II)及三級丁基過氧化氫於溶劑(諸如乙腈)中。此為表1中所描述之化合物I-1-62、I-1-65和I-1-66的例子。在其他特殊的例子中,其中E代表Ea(Ea=H)的式(I) 化合物係藉由使用乙酸鈀與碘來源(諸如N-碘琥珀醯亞胺)的碘化反應,接著使用例如氰化銅(I)之氰化反應而獲得。此為化合物I-1-67及I-1-78的例子(參見表1)。 In a particular example, a compound of formula (I) wherein E represents E a (E a = H) is obtained by a Langlois trifluoromethylation reaction using sodium trifluoromethanesulfinate, trifluoromethane Copper (II) methanesulfonate and tertiary butyl hydroperoxide are in a solvent such as acetonitrile. This is an example of the compounds I-1-62, I-1-65 and I-1-66 described in Table 1. In other specific examples, the compound of formula (I) wherein E represents E a (E a =H) is prepared by iodination using palladium acetate with an iodine source such as N-iodosuccinimide, followed by For example, it is obtained by cyanidation of copper (I) cyanide. This is an example of the compounds I-1-67 and I-1-78 (see Table 1).
用於式(I)化合物之根據本發明的方法較佳地使用稀釋劑進行。有用於進行根據本發明的方法之稀釋劑為所有惰性溶劑以及水。實例包含:鹵化烴(例如氯烴,諸如四氯乙烯、四氯乙烷、二氯丙烷、二氯甲烷、二氯丁烷、氯仿、四氯化碳、三氯乙烷、三氯乙烯、五氯乙烷、二氟苯、1,2-二氯乙烷、氯苯、溴苯、二氯苯、氯甲苯、三氯苯);醇(例如甲醇、乙醇、異丙醇、丁醇);醚(例如乙基丙醚、甲基第三丁醚、大茴香醚、苯基乙醚、環己基甲醚、二甲醚、二乙醚、二丙醚、二異丙醚、二正丁醚、二異丁醚、二異戊醚、乙二醇、二甲醚、四氫呋喃、1,4-二烷、二氯二乙醚和環氧乙烷及/或環氧丙烷之聚醚);胺(例如三甲胺、三乙胺、三丙胺、三丁胺、N-甲基嗎啉,吡啶和四亞甲基二胺);硝基烴(例如硝基甲烷,硝基乙烷,硝基丙烷,硝基苯,氯硝基苯、鄰-硝基甲苯);腈(例如乙腈、丙腈、丁腈、異丁腈、苯甲腈、間-氯苯甲腈)、四氫噻吩二氧化物、二甲基亞碸,四亞甲基亞碸,二丙基亞碸,苯甲基甲基亞碸、二異丁基亞碸、二丁基亞碸、二異戊基亞碸、碸(例如二甲基、二乙基、二丙基、二丁基、二苯基、二己基、甲基乙基、乙基丙基、乙基異丁基和五亞甲基碸);脂族、環脂族或芳族烴(例如戊烷、己烷、庚烷、辛烷、壬烷和技術烴),且亦為所謂具有例如從40℃至250℃之沸點範圍內的組份之揮發油(white spirit)、異丙基甲苯、在從70℃至190℃之沸點範圍內的石油餾分、環己烷、甲基環己烷、石油醚、輕汽油(ligroin)、苯、甲苯、二甲苯;酯(例如乙酸甲酯、乙酸乙酯、乙酸丁酯和乙酸異丁酯;碳酸二甲酯、碳酸二丁酯、碳酸伸乙酯);醯胺(例如六甲基磷酸三醯胺、甲醯胺、N-甲基甲醯胺、N,N-二甲基甲醯胺、N,N-二丙基甲醯胺、N,N-二丁基甲醯 胺、N-甲基吡咯啶、N-甲基己內醯胺、1,3-二甲基-3,4,5,6-四氫-2(1H)-嘧啶、辛基吡咯啶酮、辛基己內醯胺、1,3-二甲基-2-咪唑啉二酮、N-甲醯基哌啶、N,N’-二甲醯基哌);酮(例如丙酮、乙醯苯、甲基乙酮、甲基丁酮)。 The process according to the invention for the compound of formula (I) is preferably carried out using a diluent. The diluent used to carry out the process according to the invention is all inert solvents and water. Examples include: halogenated hydrocarbons (eg, chlorocarbons such as tetrachloroethylene, tetrachloroethane, dichloropropane, dichloromethane, dichlorobutane, chloroform, carbon tetrachloride, trichloroethane, trichloroethylene, five Ethyl chloride, difluorobenzene, 1,2-dichloroethane, chlorobenzene, bromobenzene, dichlorobenzene, chlorotoluene, trichlorobenzene; alcohols (eg methanol, ethanol, isopropanol, butanol); Ether (eg ethyl propyl ether, methyl tert-butyl ether, anisole, phenyl ether, cyclohexyl methyl ether, dimethyl ether, diethyl ether, dipropyl ether, diisopropyl ether, di-n-butyl ether, two Isobutyl ether, diisoamyl ether, ethylene glycol, dimethyl ether, tetrahydrofuran, 1,4-two Alkane, dichlorodiethyl ether and a polyether of ethylene oxide and/or propylene oxide; amines such as trimethylamine, triethylamine, tripropylamine, tributylamine, N-methylmorpholine, pyridine and tetra Methyldiamine); nitrohydrocarbons (eg nitromethane, nitroethane, nitropropane, nitrobenzene, chloronitrobenzene, o-nitrotoluene); nitriles (eg acetonitrile, propionitrile, butyronitrile) , isobutyronitrile, benzonitrile, m-chlorobenzonitrile, tetrahydrothiophene dioxide, dimethyl hydrazine, tetramethylene fluorene, dipropyl fluorene, benzylmethyl hydrazine , diisobutyl fluorene, dibutyl fluorene, diisoamyl hydrazine, hydrazine (eg dimethyl, diethyl, dipropyl, dibutyl, diphenyl, dihexyl, methyl b) Base, ethyl propyl, ethyl isobutyl and pentamethylene hydrazine); aliphatic, cycloaliphatic or aromatic hydrocarbons (eg pentane, hexane, heptane, octane, decane and technical hydrocarbons) And also a so-called white spirit having a composition ranging from 40 ° C to 250 ° C, isopropyl toluene, a petroleum fraction in the boiling range from 70 ° C to 190 ° C, cyclohexane , methylcyclohexane, petroleum ether, light gasoline (ligroin), benzene, toluene, xylene; esters (eg methyl acetate, ethyl acetate, butyl acetate and isobutyl acetate; dimethyl carbonate, dibutyl carbonate, ethyl carbonate); For example, trimethylamine hexamethylphosphate, formamide, N-methylformamide, N,N-dimethylformamide, N,N-dipropylformamide, N,N-dibutylformamidine Amine, N-methylpyrrolidine, N-methylcaprolactam, 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidine, octylpyrrolidone, Octyl caprolactam, 1,3-dimethyl-2-imidazolidinone, N-methylhydrazine piperidine, N,N'-dimethylhydrazine Ketones (eg acetone, acetophenone, methyl ethyl ketone, methyl butanone).
根據本發明的方法當然亦有可能在所述溶劑及稀釋劑的混合物中進行。 It is of course also possible to carry out the process according to the invention in a mixture of the solvent and the diluent.
當進行根據本發明的方法時,反應溫度可在相對寬廣的範圍內改變。所使用的溫度通常在介於-30℃與+150℃之間,較佳地介於-10℃與+100℃之間。 When carrying out the process according to the invention, the reaction temperature can be varied within a relatively wide range. The temperature used is usually between -30 ° C and +150 ° C, preferably between -10 ° C and +100 ° C.
根據本發明的方法通常在大氣壓力下進行。然而,亦有可能在升壓或減壓下進行根據本發明的方法-通常在介於0.1巴與15巴之間的絕對壓力。 The process according to the invention is generally carried out under atmospheric pressure. However, it is also possible to carry out the process according to the invention under elevated or reduced pressure - usually between 0.1 and 15 bar absolute.
用於進行根據本發明的方法之起始材料通常係以約等莫耳量使用。然而,亦有可能使組份中之一者以相對大的過量使用。反應通常在適合的稀釋劑中於反應輔助劑的存在下進行,亦視需要地在保護性氣體氛圍下(例如在氮氣、氬氣或氦氣),且反應混合物通常係在必要的溫度下攪拌數小時。整理係以習知的方法進行(參考製備實施例)。 The starting materials used to carry out the process according to the invention are generally used in about the same molar amount. However, it is also possible to use one of the components in a relatively large excess. The reaction is usually carried out in a suitable diluent in the presence of a reaction auxiliary, optionally under a protective gas atmosphere (for example under nitrogen, argon or helium), and the reaction mixture is usually stirred at the necessary temperature. Hours. The finishing is carried out in a conventional manner (refer to Preparation Examples).
用於進行根據本發明的方法之基本的反應輔助劑可為所有適合的酸結合劑。實例包括:鹼土金屬或鹼金屬化合物(例如鋰、鈉、鉀、鎂、鈣和鋇之氫氧化物、氫化物、氧化物和碳酸鹽)、脒鹼或胍鹼(例如7-甲基-1,5,7-三氮雜雙環[4.4.0]癸-5-烯(MTBD)、二氮雜雙環[4.3.0]壬烯(DBN)、二氮雜雙環[2.2.2]辛烷(DABCO)、1,8-二氮雜雙環[5.4.0]十一碳烯(DBU)、環己基四丁基胍(CyTBG)、環己基四甲基胍(CyTMG)、N,N,N,N-四甲基-1,8-萘二胺、五甲基哌啶)及胺類,尤其是三級胺(例如三乙胺、三甲胺、三苯甲胺、三異丙胺、三丁胺、三環己胺、三戊胺、三己胺、N,N-二甲基苯胺、N,N-二甲基甲苯胺、N,N-二甲基-對-胺基吡啶、N-甲基吡咯啶、N-甲基哌啶、N-甲基咪唑、 N-甲基吡唑、N-甲基嗎啉、N-甲基六亞甲二胺、吡啶、4-吡咯啶并吡啶、4-二甲基胺基吡啶、喹啉、2-甲基吡啶、3-甲基吡啶、嘧啶、吖啶、N,N,N`,N`-四亞甲基二胺、N,N,N`,N`-四亞乙基二胺、喹啉、N-丙基二異丙胺、N-乙基二異丙胺、N,N`-二甲基環己胺、2,6-二甲基吡啶、2,4-二甲基吡啶或三伸乙二胺)。 The basic reaction aids used to carry out the process according to the invention may be all suitable acid binders. Examples include: alkaline earth metals or alkali metal compounds (such as lithium, sodium, potassium, magnesium, calcium and barium hydroxides, hydrides, oxides and carbonates), purine bases or purine bases (eg 7-methyl-1) , 5,7-triazabicyclo[4.4.0]non-5-ene (MTBD), diazabicyclo[4.3.0]nonene (DBN), diazabicyclo[2.2.2]octane ( DABCO), 1,8-diazabicyclo[5.4.0]undecene (DBU), cyclohexyltetrabutylphosphonium (CyTBG), cyclohexyltetramethylguanidine (CyTMG), N,N,N, N-tetramethyl-1,8-naphthalenediamine, pentamethylpiperidine) and amines, especially tertiary amines (eg triethylamine, trimethylamine, triphenylamine, triisopropylamine, tributylamine) , tricyclohexylamine, triamylamine, trihexylamine, N,N-dimethylaniline, N,N-dimethyltoluidine, N,N-dimethyl-p-aminopyridine, N-A Pyryrrolidine, N-methylpiperidine, N-methylimidazole, N-methylpyrazole, N-methylmorpholine, N-methylhexamethylenediamine, pyridine, 4-pyrrolidinopyridine, 4-dimethylaminopyridine, quinoline, 2-methylpyridine, 3-methylpyridine, pyrimidine, acridine, N,N,N`,N'-tetramethylenediamine, N,N, N`, N`-tetraethylenediamine, quin Porphyrin, N-propyldiisopropylamine, N-ethyldiisopropylamine, N,N'-dimethylcyclohexylamine, 2,6-lutidine, 2,4-dimethylpyridine or triple extension Ethylenediamine).
用於進行根據本發明的方法之酸性反應輔助劑包括所有的無機酸(例如氫鹵酸,諸如氫氟酸、鹽酸、氫溴酸或氫碘酸,以及硫酸、磷酸、亞磷酸、硝酸)、路易士酸(例如氯化鋁(III)、三氟化硼或其醚合物、氯化鈦(IV)、氯化錫(IV)])及有機酸(例如甲酸、乙酸、丙酸、丙二酸、乳酸、草酸、反丁烯二酸、己二酸、硬脂酸、酒石酸、油酸、甲烷磺酸、苯甲酸、苯磺酸或對-甲苯磺酸)。 The acidic reaction adjuvant used to carry out the process according to the invention comprises all mineral acids (for example hydrohalic acids such as hydrofluoric acid, hydrochloric acid, hydrobromic acid or hydroiodic acid, as well as sulfuric acid, phosphoric acid, phosphorous acid, nitric acid), Lewis acid (such as aluminum (III) chloride, boron trifluoride or its etherate, titanium (IV) chloride, tin (IV) chloride) and organic acids (such as formic acid, acetic acid, propionic acid, C Diacid, lactic acid, oxalic acid, fumaric acid, adipic acid, stearic acid, tartaric acid, oleic acid, methanesulfonic acid, benzoic acid, benzenesulfonic acid or p-toluenesulfonic acid).
式(I)化合物可取決於取代基本性而呈幾何及/或光學活性異構物或對應之不同組成物的異構物混合物形式。該等立體異構物為例如鏡像異構物、非鏡像異構物、阻轉異構物或幾何異構物。因此,本發明包含純的立體異構物及該等異構物的任何混合物。 The compounds of formula (I) may be in the form of a mixture of geometrically and/or optically active isomers or correspondingly different compositions depending on the basicity of the substitution. Such stereoisomers are, for example, mirror image isomers, non-image isomers, atropisomers or geometric isomers. Accordingly, the invention encompasses pure stereoisomers and any mixtures of such isomers.
本發明亦關於控制動物害蟲之方法,其中容許式(I)化合物在動物害蟲及/或其棲息處上起作用。動物害蟲的控制較佳地在農業和森林中,及在原料保護中進行。較佳地,排除此方法為用於人體或動物體的手術性或治療性處理之方法及在人體或動物體上進行之診斷方法。 The invention also relates to a method of controlling animal pests wherein the compound of formula (I) is allowed to act on animal pests and/or their habitat. The control of animal pests is preferably carried out in agriculture and forests, and in the protection of raw materials. Preferably, the method is excluded as a method for surgical or therapeutic treatment of a human or animal body and a diagnostic method for human or animal body.
此外,本發明關於式(I)化合物作為除害劑,特別作為作物保護劑之用 途。 Furthermore, the present invention relates to a compound of the formula (I) as a pesticide, particularly as a crop protection agent. way.
在本發明的上下文中,術語〝除害劑〞在各情況中亦總是包含〝作物保護劑〞。 In the context of the present invention, the term "pesticide" 〞 always includes 〝 crop protection agent 各 in each case.
具有良好的植物耐受性、有利的溫血動物毒性及良好的環境相容性的式(I)化合物適合於保護植物及植物組織對抗生物或非生物應力因素,以增加收成產率、改進收成原料的品質且控制動物害蟲,尤其為出現在農業、園藝、畜牧業、水產培養、森林、花園和休閒設施、庫存產品與原料的保護,及衛生防區的昆蟲、蜘蛛、蠕蟲、線蟲和軟體動物。 The compound of formula (I) having good plant tolerance, favorable warm-blooded animal toxicity and good environmental compatibility is suitable for protecting plants and plant tissues against biotic or abiotic stress factors, thereby increasing yield and improving harvest. Quality of raw materials and control of animal pests, especially in agriculture, horticulture, animal husbandry, aquaculture, forests, gardens and leisure facilities, protection of stock products and raw materials, and insects, spiders, worms, nematodes and soft bodies in sanitary areas animal.
在本發明的上下文內,應瞭解術語〝衛生〞意指協助預防疾病,特別為傳染性疾病,且適合於保護人類及動物健康及/或保護環境及/或維持清潔的所有措施、程序及實施。依照本發明,這尤其包括用於例如紡織品或硬質表面(尤其為玻璃、木材、混凝土、瓷器、陶瓷、塑料或亦為金屬的表面)之清潔、消毒及滅菌,且確保該等保持無衛生害蟲及/或彼等糞便的措施。另一方面,自關於此點的本發明範圍排除可應用於人體或動物體的手術性或治療性處理程序及在人體或動物體上進行之診斷程序。 Within the context of the present invention, the term "hygiene" is understood to mean all measures, procedures and implementations that assist in the prevention of diseases, particularly infectious diseases, and which are suitable for protecting human and animal health and/or protecting the environment and/or maintaining cleanliness. . According to the invention, this includes, inter alia, the cleaning, disinfection and sterilization of, for example, textiles or hard surfaces, in particular glass, wood, concrete, porcelain, ceramics, plastic or also metal surfaces, and ensures that such non-hygienic pests are maintained. And/or measures of their droppings. On the other hand, the scope of the present invention from this point excludes surgical or therapeutic procedures applicable to the human or animal body and diagnostic procedures performed on the human or animal body.
術語〝衛生防區〞因此涵蓋其中該等衛生措施、程序及實施具有重要性的所有領域、技術領域和商業應用,例如關於在廚房、麵包房、機場、浴池、游泳池、商場、飯店、醫院、馬厩等等中的衛生。 The term “sanitary zone” thus covers all areas, technical areas and commercial applications in which such sanitary measures, procedures and implementation are of importance, for example in kitchens, bakeries, airports, baths, swimming pools, shopping malls, restaurants, hospitals, stables Hygiene in etc.
應瞭解術語〝衛生害蟲〞因此意指一或多種存在於衛生防區是有問題的動物害蟲,特別是出於健康的理由。因此,主要的目標為避免或減至最少的衛生害蟲出現於衛生防區及/或與其接觸。這特別可通過施予除害劑而達成,可使用該等除害劑同時預防侵襲及阻截已存在的侵襲只在感染的情況下以控制害蟲。亦可使用避免或減少與害蟲接觸之製劑。衛生害蟲包括例如下文所述及之有機體。 It should be understood that the term "hygienic pests" thus means that one or more animal pests that are present in the sanitation zone are problematic, especially for health reasons. Therefore, the primary goal is to prevent or minimize the occurrence of sanitary pests in and/or in contact with sanitary areas. This can be achieved, inter alia, by the administration of pesticides which can be used simultaneously to prevent infestation and to arrest existing invasive species only in the case of infection to control pests. Formulations that avoid or reduce contact with pests can also be used. Hygienic pests include, for example, the organisms described below.
術語〝衛生保護〞因此涵蓋用於維持及/或改善該等衛生措施、程序及實施的所有行動。 The term hygiene protection therefore covers all actions for maintaining and/or improving such hygiene measures, procedures and implementation.
式(I)化合物較佳底可用作為除害劑。彼等具有對抗抵抗一般敏感及抗性物種且對抗所有或一些發育階段。上述害蟲包括:來自節肢動物門(Arthropoda),特別為來自蜘蛛綱(Arachnida),例如粉蟎屬(Acarus spp.),例如粗足粉蟎(Acarus siro)、枸杞瘤癭蟎(Aceria kuko)、桔瘤節蜱(Aceria sheldoni)、刺皮癭蟎屬(Aculops spp.)、刺癭蟎屬(Aculus spp.),例如桃銹蜱(Aculus fockeui)、蘋果銹蜱(Aculus schlechtendali)、花蜱屬(Amblyomma spp.)、橫紋葉蟎(Amphitetranychus viennensis)、銳緣蜱屬(Argas spp.)、牛蜱屬(Boophilus spp.)、紅鬚蟎屬(Brevipalpus spp.),例如紫偽葉蟎(Brevipalpus phoenicis)、苔蟎(Bryobia graminum)、苜蓿苔蟎(Bryobia praetiosa)、木蠍屬(Centruroides spp.)、恙蟎屬(Chorioptes spp.)、雞皮刺蟎(Dermanyssus gallinae)、歐洲塵蟎(Dermatophagoides pteronyssinus)、美洲塵蟎(Dermatophagoides farinae)、革蜱屬(Dermacentor spp.)、始葉蟎屬(Eotetranychus spp.),例如希克利始葉蟎(Eotetranychus hicoriae)、梨上癭蟎(Epitrimerus pyri)、真葉蟎屬(Eutetranychus spp.),例如(斑氏真葉蟎Eutetranychus banksi)、癭蟎屬(Eriophyes spp.),例如梨癭蟎(Eriophyes pyri)、傢具蟎蟲(Glycyphagus domesticus)、足海鐮螯蟎(Halotydeus destructor)、半跗線蟎屬(Hemitarsonemus spp.),例如茶塵蟎((Hemitarsonemus latus)(=茶細蟎(Polyphagotarsonemus latus))、璃眼蜱屬(Hyalomma spp.)、硬蜱屬(Ixodes spp.)、球腹蛛屬(Latrodectus spp.)、絲蛛屬(Loxosceles spp.)、秋收恙蟎(Neutrombicula autumnalis),耐弗沙蟎屬(Nuphersa spp.)、小爪蟎屬(Oligonychus spp.),例如咖啡小爪蟎(Oligonychus coffeae)、柏木小爪蟎(Oligonychus coniferarum)、冬青小爪蟎(Oligonychus ilicis)、甘蔗小爪蟎 (Oligonychus indicus)、芒果小爪蟎(Oligonychus mangiferus)、草地小爪蟎(Oligonychus pratensis)、石榴小爪蟎(Oligonychus punicae)、樟小爪蟎(Oligonychus yothersi),鈍緣蜱屬(Ornithodoros spp.)、禽刺蟎屬(Ornithonyssus spp.)、紅蜘蛛屬(Panonychus spp.),例如桔爪蟎(Panonychus citri)(=Metatetranychus citri)),歐洲紅葉蟎(Panonychus ulmi)(=Metatetranychus ulmi))、橘銹蟎(Phyllocoptruta oleivora)、(Platytetranychus multidigituli)、茶細蟎(Polyphagotarsonemus latus),癢蟎屬(Psoroptes spp.)、扇頭蜱屬(Rhipicephalus spp.)、根蟎屬(Rhizoglyphus spp.)、疥蟎屬(Sarcoptes spp.)、中東金蠍(Scorpio maurus)、細蟎屬(Steneotarsonemus spp.)、稻細蟎(Steneotarsonemus spinki)、跗線蟎屬(Tarsonemus spp.),例如亂跗線蟎(Tarsonemus confusus)、白線蟎屬(Tarsonemus pallidus)、葉蟎屬(Tetranychus spp.),例如加拿大葉蟎(Tetranychus canadensis)、赤葉蟎(Tetranychus cinnabarinus)、土耳其斯坦葉蟎(Tetranychus turkestani)、紅蜘蛛葉蟎(Tetranychus urticae)、阿氏真恙蟎(Trombicula alfreddugesi),蠍屬(Vaejovis spp.)、輻蟎(Vasates lycopersici);來自唇足綱(Chilopoda),例如地蜈蚣屬(Geophilus spp.)、蚰蜒(Scutigera spp.);來自彈尾目(Collembola)之目或綱,例如棘跳蟲(Onychiurus armatus)、綠圓跳蟲(Sminthurus viridis);來自雙足綱(Diplopoda),例如具斑馬陸(Blaniulus guttulatus);來自昆蟲綱,例如來自例如蜚蠊目(Blattodea),例如東方蜚蠊(Blatta orientalis)、亞洲蜚蠊(Blattella asahinai)、德國小蠊(Blattella germanica)、馬得拉蜚蠊(Leucophaea maderae)、歐洲缺翅姬蜚蠊(Loboptera decipiens)、斑蠊(Neostylopyga rhombifolia),綠蠊屬(Panchlora spp.)、木蠊屬(Parcoblatta spp.)、大蠊屬(Periplaneta spp.),例如美洲大蠊(Periplaneta americana)、澳洲大蠊(Periplaneta australasiae)、蘇利南潛蠊(Pycnoscelus surinamensis)、棕帶蜚蠊(Supella longipalpa);來自鞘翅目(Coleoptera),例如鑲邊黃瓜甲蟲(Acalymma vittatum)、大豆象(Acanthoscelides obtectus),麗金龜屬(Adoretus spp.)、小蜂窩甲蟲(Aethina tumida)、楊毛臀螢葉甲(Agelastica alni)、叩甲屬(Agriotes spp.),例如直條叩頭蟲(Agriotes linneatus)、小麥金針蟲(Agriotes mancus)、外米擬步行蟲(Alphitobius diaperinus)、六月金龜(Amphimallon solstitialis)、家具竊蠹(Anobium punctatum)、天牛屬(Anoplophora spp.)、象甲屬(Anthonomus spp.),例如苜蓿葉象甲(Anthonomus grandis)、皮蠹屬(Anthrenus spp.)、種籽象甲屬(Apion spp.)、甘蔗金龜屬(Apogonia spp.)、寶螺屬(Atomaria spp.),例如甜菜隱食甲(Atomaria linearis)、黑皮蠹屬(Attagenus spp.)、(Baris caerulescens)、豌豆象(Bruchidius obtectus)、豆象屬(Bruchus spp.),例如豌豆象(Bruchus pisorum)、蠶豆象(Bruchus rufimanus),龜金花蟲屬(Cassida spp.)、豆葉甲蟲(Cerotoma trifurcata)、金龜屬(Ceutorrhynchus spp.),例如甘藍莢象甲(Ceutorrhynchus assimilis)、油菜莢象甲(Ceutorrhynchus quadridens)、蕪菁象甲(Ceutorrhynchus rapae)、跳甲屬(Chaetocnema spp.),例如甘薯金花蟲(Chaetocnema confinis)、具齒跳甲(Chaetocnema denticulata)、荒地玉米跳甲(Chaetocnema ectypa)、牛蒡象甲(Cleonus mendicus)、金針蟲屬(Conoderus spp.)、象鼻蟲屬(Cosmopolites spp.),例如香蕉球莖象鼻蟲(Cosmopolites sordidus)、草蛆(Costelytra zealandica)、叩頭甲蟲屬(Ctenicera spp.)、象蟲屬(Curculio spp.),例如核桃象甲(Curculio caryae)、大栗象甲(Curculio caryatrypes)、榛子象甲(Curculio obtusus)、栗小象甲(Curculio sayi)、銹赤扁穀盜(Cryptolestes ferrugineus)、角胸粉扁蟲(Cryptolestes pusillus)、楊乾象 (Cryptorhynchus lapathi)、芒果隱喙象甲(Cryptorhynchus mangiferae),細枝象屬(Cylindrocopturus spp.)、密點細枝象(Cylindrocopturus adspersus)、黃杉枝象(Cylindrocopturus furnissi)、皮蠹屬(Dermestes spp.)、葉甲屬(Diabrotica spp.),例如帶斑黄瓜葉甲(Diabrotica balteata)、北方玉米根蟲(Diabrotica barberi)、南方玉米根蟲(Diabrotica undecimpunctata howardi)、黄瓜十一星葉甲(Diabrotica undecimpunctata undecimpunctata)、玉米根螢葉甲(Diabrotica virgifera virgifera)、墨西哥玉米根葉甲(Diabrotica virgifera zeae),蛀螟屬(Dichocrocis spp.)、稻鐵甲蟲(Dicladispa armigera)、兜蟲屬(Diloboderus spp.)、芽象甲屬(Epicaerus spp.)、瓢蟲屬(Epilachna spp.),例如南瓜瓢蟲(Epilachna borealis)、墨西哥豆瓢蟲(Epilachna varivestis),跳甲屬(Epitrix spp.),例如美洲馬鈴薯跳甲(Epitrix cucumeris)、茄跳甲(Epitrix fuscula)、煙草跳甲(Epitrix hirtipennis)、美國馬鈴薯跳甲(Epitrix subcrinita)、塊莖跳甲(Epitrix tuberis)、象鼻蟲(Faustinus spp.)、麥珠甲(Gibbium psylloides)、闊角榖盜(Gnathocerus cornutus)、菜心螟(Hellula undalis)、異爪黑金龜(Heteronychus arator)、金龜子屬(Heteronyx spp.)、小麥白蛆(Hylamorpha elegans)、家天牛(Hylotrupes bajulus)、苜蓿葉象甲(Hypera postica)、藍綠象(Hypomeces squamosus)、小蠹屬(Hypothenemus spp.),例如咖啡果小蠹(Hypothenemus hampei)、蘋枝小蠹(Hypothenemus obscurus)、毛咪小蠹(Hypothenemus pubescens)、甘蔴大褐齒爪魚思金龜(Lachnosterna consanguinea)、菸甲蟲(Lasioderma serricorne)、長頭榖盜(Latheticus oryzae)、薪甲屬(Lathridius spp.)、負泥甲屬(Lema spp.)、馬鈴薯甲蟲(Leptinotarsa decemlineata)、潛葉蛾屬(Leucoptera spp.),例如咖啡潛葉蛾(Leucoptera coffeella)、水稻水象鼻蟲(Lissorhoptrus oryzophilus)、卜象屬(Listronotus(=Hyperodes)spp.)、筒味象屬(Lixus spp.)、三葉草葉甲屬(Luperodes spp.)、黄胸寡毛跳甲(Luperomorpha xanthodera)、粉蠹屬(Lyctus spp.)、金針蟲屬(Megascelis spp.)、叩頭蟲屬(Melanotus spp.),例如(Melanotus longulus oregonensis)、油菜花露尾甲(Meligethes aeneus)、鰓角金龜屬(Melolontha spp.),例如大栗鰓角金龜(Melolontha melolontha)、螟蟲屬(Migdolus spp.)、天牛屬(Monochamus spp.)、葡萄短鬚螨(Naupactus xanthographus)、郭公蟲屬(Necrobia spp.)、小螢時甲屬(Neogalerucella spp.)、黃蛛甲蟲(Niptus hololeucus)、椰子犀角金龜(Oryctes rhinoceros)、鋸胸粉扁蟲(Oryzaephilus surinamensis)、葡萄黑耳喙象(Oryzaphagus oryzae)、象鼻蟲屬(Otiorhynchus spp.),例如蘋果白象(Otiorhynchus cribricollis)、苜蓿象鼻蟲(Otiorhynchus ligustici)、草莓耳喙象(Otiorhynchus ovatus)、草莓根耳喙象(Otiorhynchus rugosostriarus)、黑脈象鼻蟲(Otiorhynchus sulcatus)、負泥蟲屬(Oulema spp.),例如黑角負泥蟲(Oulema melanopus)、稻負泥蟲(Oulema oryzae)、銀點花金龜(Oxycetonia jucunda)、辣根猿葉甲(Phaedon cochleariae)、鰓角金龜屬(Phyllophaga spp.)、劍鰓角金龜(Phyllophaga helleri)、葉蚤屬(Phyllotreta spp.),例如辣根猿葉蟲(Phyllotreta armoraciae)、芥菜甲蟲(Phyllotreta pusilla)、西部條跳甲(Phyllotreta ramosa)、黃條葉蚤(Phyllotreta striolata)、日本金龜子(Popillia japonica)、安第斯馬鈴薯象屬(Premnotrypes spp.)、大谷蠹(Prostephanus truncatus)、蚤甲蟲屬(Psylliodes spp.),例如馬鈴薯跳甲(Psylliodes aftinis)、油菜金頭跳甲(Psylliodes chrysocephala)、忽布跳甲(Psylliodes punctulata)、蜘甲屬(Ptinus spp.)、黑根瓢蟲(Rhizobius ventralis)、穀蠹(Rhizopertha dominica)、隱喙象屬(Rhynchophorus spp.)、椰子大象鼻蟲(Rhynchophorus ferrugineus)、棕櫚象甲(Rhynchophorus palmarum)、六齒長蠹蟲(Sinoxylon perforans)、倉儲稻穀象鼻蟲屬(Sitophilus spp.),例如榖象蟲(Sitophilus granarius)、羅望子象(Sitophilus linearis)、米象鼻蟲(Sitophilus oryzae)、玉米象(Sitophilus zeamais)、尖隱味象屬(Sphenophorus spp.)、藥材 甲(Stegobium paniceum)、莖象屬(Sternechus spp.),例如豆莖象(Sternechus paludatus)、扁肩象屬(Symphyletes spp.)、黃粉甲屬(Tanymecus spp.),例如玉米葉象(Tanymecus dilaticollis)、印度玉米葉象(Tanymecus indicus)、甜菜灰色象蟲(Tanymecus palliatus)、黃粉蟲(Tenebrio molitor)、大谷盜(Tenebrioides mauretanicus)、擬穀盜屬(Tribolium spp.),例如黑粉甲(Tribolium audax)、擬榖盜(Tribolium castaneum)、扁擬榖盜(Tribolium confusum),斑皮蠹屬(Trogoderma spp.)、籽象屬(Tychius spp.)、虎天牛屬(Xylotrechus spp.)、距步甲屬(Zabrus spp.),例如玉米距步甲(Zabrus tenebrioides);來自革翅目(Dermaptera),例如蠼螋(Anisolabis maritime)、歐洲球螋(Forficula auricularia)、溪岸蠼螋(Labidura riparia);來自雙翅目(Diptera),例如伊蚊屬(Aedes spp.),例如埃及伊蚊(Aedes aegypti)、白紋伊蚊(Aedes albopictus)、叮刺伊蚊(Aedes sticticus)、騷擾伊蚊(Aedes vexans)、潛蠅屬(Agromyza spp.),例如苜蓿潛蝇(Agromyza frontella)、玉米斑潛蝇(Agromyza parvicornis)、按實蠅屬(Anastrepha spp.)、瘧蚊屬(Anopheles spp.),例如四斑按蚊(Anopheles quadrimaculatus)、甘比亞瘧蚊(Anopheles gambiae)、花椒波癭蚊屬(Asphondylia spp.)、實蠅屬(Bactrocera spp.),例如瓜實蠅(Bactrocera cucurbitae)、東方果實蠅(Bactrocera dorsalis)、橄欖果實蠅(Bactrocera oleae)、毛蚊(Bibio hortulanus)、紅顏紅眼蠅(Calliphora erythrocephala)、紅頭麗蠅(Calliphora vicina)、地中海果實蠅(Ceratitis capitata)、搖蚊屬(Chironomus spp.)、麗蠅屬(Chrysomya spp.)、金蠅屬(Chrysops spp.)、高额麻虻(Chrysozona pluvialis)、錐蠅屬(Cochliomyia spp.)、癭蚊屬(Contarinia spp.),例如葡萄癭蚊(Contarinia johnsoni)、甘藍癭蚊(Contarinia nasturtii)、梨癭蚊(Contarinia pyrivora)、向日葵癭蚊(Contarinia schulzi)、高 粱癭蚊(Contarinia sorghicola)、麥黃吸漿蟲(Contarinia tritici)、芒果蠅(Cordylobia anthropophaga)、樹真環足搖蚊(Cricotopus sylvestris)、家蚊屬(Culex spp.),例如尖音庫蚊(Culex pipiens)、五帶淡色庫蚊(Culex quinquefasciatus)、庫蠓屬(Culicoides spp.)、脉毛蚊屬(Culiseta spp.)、黃蠅屬(Cuterebra spp.)、橄欖蠅(Dacus oleae)、棗葉癭蚊屬(Dasineura spp.),例如蕓薹莢癭蚊(Dasineura brassicae)、地種蠅屬(Delia spp.),例如蔥蠅(Delia antiqua)、麥種蠅(Delia coarctata)、毛跗地种蝇(Delia florilega)、歐洲花蠅(Delia platura)、菜蛆(Delia radicum)、人皮蠅(Dermatobia hominis)、果蠅屬(Drosophila spp.),例如黃猩猩果蠅(Drosphila melanogaster)、日本斑翅果蠅(Drosophila suzukii)、象鼻蟲屬(Echinocnemus spp.)、(Euleia heraclei)、廁蠅屬(Fannia spp.)、胃蠅屬(Gasterophilus spp.)、采采蠅屬(Glossina spp.)、麻翅虻屬(Haematopota spp.)、稻心蠅屬(Hydrellia spp.)、水稻潛葉蠅(Hydrellia griseola)、黑蠅屬(Hylemyia spp.)、虱蠅屬(Hippobosca spp.)、皮蠅屬(Hypoderma spp.)、斑潛蠅屬(Liriomyza spp.),例如菜斑潛蠅(Liriomyza brassicae)、南美斑潛蠅(Liriomyza huidobrensis)、蔬菜斑潛蠅(Liriomyza sativae)、綠蠅屬(Lucilia spp.),例如銅綠蠅(Lucilia cuprina)、沙蠅屬(Lutzomyia spp.)、沼蚊屬(Mansonia spp.)、家蠅屬(Musca spp.),例如家蠅(Musca domestica)、舍蠅(Musca domestica vicina)、羊狂蠅屬(Oestrus spp.)、瑞典蠅(Oscinella frit)、擬長跗摇蚊屬(Paratanytarsus spp.)、(Paralauterborniella subcincta)、甜菜潛葉蠅屬(Pegomya或Pegomyia spp.),例如甜菜泉蝇(Pegomya betae)、甜菜潛葉蠅(Pegomya hyoscyami)、懸鉤子泉蝇(Pegomya rubivora)、白蛉屬(Phlebotomus spp.)、草種蠅屬(Phorbia spp.)、伏蠅屬(Phormia spp.)、酪蠅(Piophila casei)、蘆笋實蠅(Platyparea poeciloptera)、(Prodiplosis spp.)、胡蘿蔔蠅(Psila rosae)、繞實蠅屬(Rhagoletis spp.),例如北美櫻桃實蠅(Rhagoletis cingulata)、櫻桃白帶實蠅(Rhagoletis completa)、櫻挑黑果蝇(Rhagoletis fausta)、西部櫻桃實蠅(Rhagoletis indifferens)、越橘繞實蠅(Rhagoletis mendax)、蘋果果實蠅(Rhagoletis pomonella)、肉蠅屬(Sarcophaga spp.)、蚋屬(Simulium spp.),例如南方蚋(Simulium meridionale)、廄蠅屬(Stomoxys spp.)、牛虻屬(Tabanus spp.)、直斑蠅屬(Tetanops spp.)、歐洲大蚊屬(Tipula spp.),例如歐洲大蚊(Tipula paludosa)、牧場大蚊(Tipula simplex)、木瓜實蠅(Toxotrypana curvicauda);來自半翅目,例如豆木蝨(Acizzia acaciaebaileyanae)、木蝨(Acizzia dodonaeae)、洋槐粉蝨(Acizzia uncatoides)、長頭蝗(Acrida turrita)、無網長管蚜屬(Acyrthosipon spp.),例如碗豆蚜(Acyrthosiphon pisum)、金花蟲屬(Acrogonia spp.)、稻褐飛虱屬(Aeneolamia spp.)、隆脉木虱屬(Agonoscena spp.)、粉虱屬(Aleurocanthus spp.)、歐洲甘藍粉蝨(Aleyrodes proletella)、甘蔗穴粉蝨(Aleurolobus barodensis)、棉絮粉蝨(Aleurothrixus floccosus)、榴蓮木蝨(Allocaridara malayensis)、小綠葉蟬屬(Amrasca spp.),例如小綠葉蟬(Amrasca bigutulla)、小葉蟬(Amrasca devastans)、李薊圓尾蚜(Anuraphis cardui)、介殼蟲屬(Aonidiella spp.),例如橘紅腎圓盾介殼蟲(Aonidiella aurantii)、橘黃腎圓盾介殼蟲(Aonidiella citrina)、木瓜腎圓盾介殼蟲(Aonidiella inornata)、梨瘤蚜(Aphanostigma piri)、豆蚜屬(Aphis spp.),例如橘捲菜蚜(Aphis citricola)、豆蚜(Aphis craccivora)、蚜蟲(Aphis fabae)、草莓根蚜(Aphis forbesi)、大豆蚜(Aphis glycines)、綿蚜(Aphis gossypii)、常春藤蚜(Aphis hederae)、葡萄蔓蚜(Aphis illinoisensis)、飛蓬根蚜(Aphis middletoni)、鼠李馬鈴薯蚜(Aphis nasturtii)、夾竹桃蚜(Aphis nerii)、蘋果蚜(Aphis pomi)、芹菜蚜(Aphis spiraecola)、莢迷蚜(Aphis viburniphila)、葉蟬(Arboridia apicalis)、小圓盾介殼蟲屬(Aspidiella spp.)、盾介殼蟲屬(Aspidiotus spp.),例如夾竹桃圓蚧(Aspidiotus nerii)、(Atanus spp.)、馬鈴薯蚜(Aulacorthum solani)、煙草粉蝨(Bemisia tabaci)、澳大利亞木蝨(Blastopsylla occidentalis)、白千層木蝨(Boreioglycaspis melaleucae)、光管舌尾蚜(Brachycaudus helichrysii)、微管蚜屬(Brachycolus spp.)、甘藍蚜(Brevicoryne brassicae)、嘻木蝨屬(Cacopsylla spp.),例如黃木蝨(Cacopsylla pyricola)、小褐稻虱(Calligypona marginata)、(Capulinia spp.)、紅頭大葉蟬(Carneocephala fulgida)、甘蔗綿蚜(Ceratovacuna lanigera)、沫蟬科(Cercopidae)、角蠟蚧屬(Ceroplastes spp)、草莓釘蚜(Chaetosiphon fragaefolii)、蔗黃雪盾蚧(Chionaspis tegalensis)、茶綠葉蟬(Chlorita onukii)、棉蝗(Chondracris rosea)、核桃黑斑蚜(Chromaphis juglandicola)、褐圓盾介殼蟲屬(Chrysomphalus aonidum)、褐圓介殼蟲(Chrysomphalus ficus)、假眼小綠葉蟬(Cicadulina mbila)、葛根貝盾階(Coccomytilus halli)、褐軟蚧屬(Coccus spp.),例如扁堅介殼蟲(Coccus hesperidum)、長堅介殼蟲(Coccus longulus)、橘灰蚧(Coccus pseudomagnoliarum)、黃綠介殼蟲(Coccus viridis)、黑茶藨隱瘤額蚜(Cryptomyzus ribis)、黃木虱屬(Cryptoneossa spp.)、木虱屬(Ctenarytaina spp.)、葉蟬屬(Dalbulus spp.)、杜鵑粉虱(Dialeurodes chittendeni)、柑桔裸粉蝨(Dialeurodes citri)、柑橘木蝨(Diaphorina citri)、介殼蟲屬(Diaspis spp.)、麥蚜屬(Diuraphis spp.)、(Doralis spp.)、草履介殼蟲屬(Drosicha spp.)、圓尾蚜屬(Dysaphis spp.),例如銹條蚜蚜(Dysaphis apiifolia)、玫瑰蘋果蚜(Dysaphis plantaginea)、鬱金香鱗莖蚜蟲(Dysaphis tulipae)、嫡粉介殼蟲屬(Dysmicoccus spp.)、棉花小綠葉蟬屬(Empoasca spp.),例如西部馬鈴薯微葉蟬(Empoasca abrupta)、馬鈴薯小綠葉蟬(Empoasca fabae)、蘋果小綠葉蟬(Empoasca maligna)、茄微葉蟬(Empoasca solana)、(Empoasca stevensi)、蘋果棉蚜屬(Eriosoma spp.),例如美洲榆綿蚜(Eriosoma americanum)、蘋果綿蚜(Eriosoma lanigerum)、梨根綿蚜(Eriosoma pyricola)、斑葉蟬屬(Erythroneura spp.)、 (Eucalyptolyma spp.)、褐木蝨屬(Euphyllura spp.)、雙葉殃葉蟬(Euscelis bilobatus)、粉絲介殼蟲屬(Ferrisia spp.)、單銳盾蟲屬(Fiorinia spp.)、角盾蚧(Furcaspis oceanica)、咖啡荒粉蚧(Geococcus coffeae)、盾木蝨屬(Glycaspis spp.)、銀合歡木蝨(Heteropsylla cubana)、頰木蝨(Heteropsylla spinulosa)、褐透翅尖頭大葉蟬(Homalodisca coagulata)、桃大尾蚜(Hyalopterus arundinis)、桃粉蚜(Hyalopterus pruni)、吹棉介殼蟲屬(Icerya spp.),例如吹綿介殼蟲(Icerya purchasi)、黑胸葉蟬屬(Idiocerus spp.)、葉蟬屬(Idioscopus spp.)、斑飛蝨(Laodelphax striatellus)、蠟蚧屬(Lecanium spp.),例如歐洲水果介殼蟲(Lecanium corni(=Parthenolecanium corni))、黑絲盾蚧屬(Lepidosaphes spp.),例如榆蠣盾介殼蟲(Lepidosaphes ulmi)、偽菜蚜(Lipaphis erysimi)、日本長片盾介殼蟲(Lopholeucaspis japonica)、斑衣蠟蟬(Lycorma delicatula)、長管蚜屬(Macrosiphum spp.),例如馬鈴薯網管蚜(Macrosiphum euphorbiae)、紫斑長管蚜(Macrosiphum lilii)、薔薇長管蚜(Macrosiphum rosae)、二點葉蜂(Macrosteles facifrons)、沫蝶屬(Mahanarva spp.)、高粱蚜(Melanaphis sacchari)角蟬屬(Metcalfiella spp.)、蛾錯蜂(Metcalfa pruinosa)、麥無網長管蚜(Metopolophium dirhodum)、黑緣平翅斑蚜(Monellia costalis)、核桃黃蚜(Monelliopsis pecanis)、蚜蟲屬(Myzus spp.),例如蔥蚜(Myzus ascalonicus)、黑櫻桃蚜(Myzus cerasi)、女貞瘤額蚜(Myzus ligustri)、堇菜瘤蚜(Myzus ornatus)、桃蚜(Myzus persicae)、煙草蚜蟲(Myzus nicotianae)、萵苣蚜(Nasonovia ribisnigri)、粉蝨屬(Neomaskellia spp.)、黑尾葉蟬屬(Nephotettix spp.),例如黑尾葉蟬(Nephotettix cincticeps)、黑條黑尾葉蟬(Nephotettix nigropictus)、(Nettigoniclla spectra)、褐飛蝨(Nilaparvata lugens)、(Oncometopia spp.)、狌蚧(Orthezia praelonga)、中華稻蝗(Oxya chinensis)、芽瘦木虱屬(Pachypsylla spp.)、粉蝨(Parabemisia myricae)、木虱屬(Paratrioza spp.),例 如番茄虱(Paratrioza cockerelli)、黑星蚧屬(Parlatoria spp.)、楊癭棉蚜屬(Pemphigus spp.),例如囊柄癭綿蚜(Pemphigus bursarius)、甜菜多脈癭綿蚜(Pemphigus populivenae)、玉米飛蝨(Peregrinus maidis)、飛虱屬(Perkinsiella spp.)、棉粉蚧屬(Phenacoccus spp.),例如美地綿粉介殼蟲(Phenacoccus madeirensis)、楊平翅棉蚜(Phloeomyzus passerinii)、蛇麻草蚜(Phorodon humuli)、根瘤蚜屬(Phylloxera spp.),例如美核桃根瘤蚜(Phylloxera devastatrix)、薄殼山核桃瘤蚜(Phylloxera notabilis)、柑桔並盾介殼蟲(Pinnaspis aspidistrae)、粉介殼蟲屬(Planococcus spp.),例如柑桔粉介殼蟲(Planococcus citri)、柑橘木虱(Prosopidopsylla flava)、厚綠原綿介殼蟲(Protopulvinaria pyriformis)、桑介殼蟲(Pseudaulacaspis pentagona)、禾草粉蚧屬(Pseudococcus spp.),例如柑桔極粉介殼蟲(Pseudococcus calceolariae)、康氏粉介殼蟲(Pseudococcus comstocki)、長尾粉介殼蟲(Pscudococcus longispinus)、海粉蚧(Pseudococcus maritimus)、白虱(Pseudococcus viburni)、榕屬木虱(Psyllopsis spp.)、木虱屬(Psylla spp.),例如黃楊木虱(Psylla buxi)、蘋木虱(Psylla mali)、梨木虱(Psylla pyri)、風蝶金小蜂屬(Pteromalus spp.)、綿介殼蟲屬(Pulvinaria spp.)、普路沙璐蠟蟬屬(Pyrilla spp.)、圓蚧屬(Quadraspidiotus spp.),例如福氏梨圓蚧(Quadraspidiotus juglansregiae)、歐洲果圓蚧(Quadraspidiotus ostreaeformis)、梨齒盾介殼蟲(Quadraspidiotus perniciosus)、爺蟬(Quesada gigas)、平粉介殼蟲屬(Rastrococcus spp.)、縊管蚜屬(Rhopalosiphum spp.),例如玉米蚜(Rhopalosiphum maidis)、蘋草縊管蚜(Rhopalosiphum oxyacanthae)、稻麥蚜(Rhopalosiphum padi)、紅腹縊管蚜(Rhopalosiphum rufiabdominale)、硬介殼蟲屬(Saissetia spp.),例如咖啡硬介殼蟲(Saissetia coffeae)、糖梳硬介殼蟲(Saissetia miranda)、黑光硬介殼蟲硬介殼蟲(Saissetia neglecta)、工背硬介殼蟲(Saissetia oleae)、葡萄帶葉蟬 (Scaphoideus titanus)、綠蚜(Schizaphis graminum)、刺盾蚧(Selenaspidus articulatus)、(Sipha flava)、麥長管蚜(Sitobion avenae)、白背飛虱屬(Sogata spp.)、背飛蝨(Sogatella furcifera)、飛虱屬(Sogatodes spp.)、沫蟬(Stictocephala festina)、梣木粉蝨(Siphoninus phillyreae)、木虱(Tenalaphara malayensis)、木虱屬(Tetragonocephela spp.)、胡桃黑蚜(Tinocallis caryaefoliae)、沫蟬屬(Tomaspis spp.)、蚜屬(Toxoptera spp.),例如小桔蚜(Toxoptera aurantii)、大桔蚜(Toxoptera citricidus)、溫室粉蝨(Trialeurodes vaporariorum)、木虱屬(Trioza spp.),例如柿木虱(Trioza diospyri)、小葉蟬屬(Typhlocyba spp.)、介殼蟲屬(Unaspis spp.)、蘋果小食心蟲(Viteus vitifolii)、葉蟬屬(Zygina spp.);來自異翅亞目,例如蝽象屬(Aelia spp.)、南瓜緣蝽(Anasa tristis)、擬麗蜂屬(Antestiopsis spp.)、紅緣蝽屬(Boisea spp.)、土長蝽屬(Blissus spp.)、俊盲蜂屬(Calocoris spp.)、盲蝽(Campylomma livida)、二尾蚜屬(Cavelerius spp.)、臭蟲屬(Cimex spp.),例如(Cimex adjunctus)、熱帶臭蟲(Cimex hemipterus)、溫帶臭蟲(Cimex lectularius)、蝠臭蟲(Cimex pilosellus)、莖姬蜂屬(Collaria spp.)、綠盲蝽(Creontiades dilutus)、胡椒緣蝽(Dasynus piperis)、二葉喙蝽(Dichelops furcatus)、厚式長棒網蝽(Diconocoris hewetti)、棉紅蝽屬(Dysdercus spp.)、臭蝽屬(Euschistus spp.),例如大豆褐蝽(Euschistus heros)、褐臭蝽(Euschistus servus)、暗淡蝽象(Euschistus tristigmus)、點褐蝽(Euschistus variolarius)、菜蝽屬(Eurydema spp.)、刺蝽屬(Eurygaster spp.)、褐翅蝽象(Halyomorpha halys)、蚊子臭蟲(Heliopeltis spp.)、臭蟲(Horcias nobilellus)、豬緣蝽屬(Leptocorisa spp.)、稻緣蝽象(Leptocorisa varicomis)、西部喙緣蝽(Leptoglossus occidentalis)、葉足緣蝽(Leptoglossus phyllopus)、麗盲蝽屬(Lygocoris spp.),例如原麗盲蝽(Lygocoris pabulinus)、盲蝽屬(Lygus spp.),例如白豆盲蝽(Lygus elisus)、日本草盲蝽(Lygus hesperus)、豆莢草盲 蝽(Lygus lineolaris)、蔗黑長蝽(Macropes excavatus)、篩豆龜蝽(Megacopta cribraria)、盲蝽科(Miridae)、金光綠盲蝽(Monalonion atratum)、綠椿象屬(Nezara spp.),例如南方綠蝽(稻綠蝽)、小長蝽屬(Nysius spp.)、盾蝽屬(Oebalus spp.)、蝽科(Pentomidae)、蝽象(Piesma quadrata)、壁蝽屬(Piezodorus spp.),例如紅蝽(Piezodorus guildinii)、棉跳盲蝽屬(Psallus spp.)、花邊臭蟲(Pseudacysta persea)、錐鼻蟲屬(Rhodnius spp.)、可可褐盲(Sahlbergella singularis)、栗花蝽象(Scaptocoris castanea)、黑椿象屬(Scotinophora spp.)、梨冠軍配蟲(Stephanitis nashi)、臭蟲屬(Tibraca spp.)、錐鼻蟲屬(Triatoma Spp.);來自膜翅目(Hymenoptera),例如切葉蟻屬(Acromyrmex spp.)、菜葉蜂屬(Athalia spp.),例如紅角菜葉蜂(Athalia rosae)、切葉蟻屬(Atta spp.)、巨山蟻屬(Camponotus spp.)、胡蜂屬(Dolichovespula spp.)、松葉蜂屬(Diprion spp.),例如白松葉蜂(Diprion similis)、李葉蜂屬(Hoplocampa spp.),例如櫻實葉蜂(Hoplocampa cookei)、蘋實葉蜂(Hoplocampa testudinea)、毛蟻屬(Lasius spp.)、阿根廷蟻(Linepithema(Iridiomyrmex)humile)、小黃單家蟻(Monomorium pharaonis)、黃山蟻屬(Paratrechina spp.)、黃蜂屬(Paravespula spp.)、箭蟻屬(Plagiolepis spp.)、樹蜂屬(Sirex spp.)、紅火蟻(Solenopsis invicta)、酸臭蟻(Tapinoma spp.)、白足扁琉璃蟻(Technomyrmex albipes)、大樹蜂屬(Urocerus spp.)、虎頭蜂屬(Vespa spp.)、例如黃邊胡蜂(Vespa crabro)、小火蟻(Wasmannia auropunctata)、黑樹蜂屬(Xeris spp.);來自等足目(Isopoda),例如鼠婦(Armadillidium vulgare)、壁潮蟲(Oniscus asellus)、粗礪潮蟲(Porcellio scaber);來自等翅目(Isoptera),例如乳白蟻屬(Coptotermes spp.),例如家白蟻(Coptotermes formosanus)、堆角白蟻(Cornitermes cumulans)、堆沙白蟻屬 (Cryptotermes spp.)、楹白蟻屬(Incisitermes spp.)、木白蟻屬(Kalotermes spp.)、甘蔗白蟻(Microtermes obesi)、象白蟻屬(Nasutitermes spp.)、黑翅土白蟻屬(Odontotermes spp.)、盲白蟻屬(Porotermes spp.)、網白蟻屬(Reticulitermes spp.),例如黃肢散白蟻(Reticulitermes flavipes)、西方犀白蟻(Reticulitermes hesperus);來自鱗翅目(Lepidoptera),例如小蠟螟(Achroia grisella)、桑劍紋夜蛾(Acronicta major)、捲葉蛾屬(Adoxophyes spp.),例如茶姬捲葉蛾(Adoxophyes orana)、白斑煩夜蛾(Aedia leucomelas)、地老虎屬(Agrotis spp.),例如黃地老虎(Agrotis segetum)、球菜夜蛾(Agrotis ipsilon)、阿拉巴馬屬(Alabama spp.),例如棉葉波紋葉蛾(Alabama argillacea)、臍橙螟(Amyelois transitella)、條麥蛾屬(Anarsia spp.)、夜蛾屬(Anticarsia spp.),例如大豆夜蛾(Anticarsia gemmatalis)、黄螟屬(Argyroploce spp.)、夜蛾屬(Autographa spp.)、甘藍夜蛾(Barathra brassicae)、蘋髓尖蛾(Blastodacna atra)、禾弄蝶(Borbo cinnara)、棉葉穿孔潛蛾(Bucculatrix thurberiella)、松尺蠖(Bupalus piniarius)、姓褐夜蛾屬(Busseola spp.)、捲蛾屬(Cacoecia spp.)、茶細蛾(Caloptilia theivora)、烟捲蛾(Capua reticulana)、蘋果蠹蟲(Carpocapsa pomonella)、桃蛀果蛾(Carposina niponensis)、尺蠖蛾(Cheimatobia brumata)、螟屬(Chilo spp.),例如星稻螟(Chilo plejadellus)、二化螟(Chilo suppressalis)、蘋果舞蛾(Choreutis pariana)、色捲蛾屬(Choristoneura spp.)、錁紋夜蛾(Chrysodeixis chalcites)、葡萄果蠹蛾(Clysia ambiguella)、捲螟屬(Cnaphalocerus spp.)、瘤野螟(Cnaphalocrocis medinalis)、雲捲蛾屬(Cnephasia spp.)、細蛾屬(Conopomorpha spp.)、球細頸象屬(Conotrachelus spp.)、小捲蛾屬(Copitarsia spp.)、蠹蛾屬(Cydia spp.),例如豆莢小捲蛾(Cydia nigricana)、蘋果蠹蛾(Cydia pomonella)、叢螟屬(Dalaca noctuides)、絹野螟屬(Diaphania spp.)、蘇丹棉鈴蟲屬(Diparopsis spp.)、 小蔗螟(Diatraea saccharalis)、鑽夜蛾屬(Earias spp.)、射線對小捲蛾(Ecdytolopha aurantium)、南美玉米苗斑螟(Elasmopalpus lignosellus)、莖螟(Eldana saccharina)、粉斑螟屬(Ephestia spp.),例如烟草粉螟(Ephestia elutella)、地中海粉螟(Ephestia kuehniella)、油松小捲蛾屬(Epinotia spp.)、淡褐蘋果蛾(Epiphyas postvittana)、尺蛾屬(Erannis spp.)、亞洲核桃蛾(Erschoviella musculana)、莢斑螟屬(Etiella spp.)、木葉蛾屬(Eudocima spp.)、掠捲蛾屬(Eulia spp.)、葡萄與蘋果捲葉蛾(Eupoecilia ambiguella)、黄毒蛾屬(Euproctis spp.)、例如褐尾蛾(Euproctis chrysorrhoea)、切根蟲屬(Euxoa spp.)、褐夜蛾屬(Feltia spp.)、大蠟螟(Galleria mellonella)、細蛾屬(Gracillaria spp.)、小食心蟲屬(Grapholitha spp.),例如桃折心蟲(Grapholita molesta)、蘋小果蠹(Grapholita prunivora)、蝕葉野螟屬(Hedylepta spp.)、夜蛾屬(Helicoverpa spp.),例如番茄夜蛾(Helicoverpa armigera)、棉鈴蟲(Helicoverpa zea)、棉鈴蟲屬(Heliothis spp.),例如芽夜蛾(Heliothis virescens)、褐織夜蛾(Hofmannophila pseudospretella)、同斑螺屬(Homoeosoma spp.)、茶捲葉蛾屬(Homona spp.)、櫻桃巢蛾(Hyponomeuta padella)、柿蒂蟲(Kakivoria flavofasciata)、灰蝶屬(Lampides spp.)、夜蛾屬(Laphygma spp.)、梨小食心蟲(Laspeyresia molesta)、茄螟(Leucinodes orbonalis)、潛蛾屬(Leucoptera spp.),例如咖啡潛葉蛾(Leucoptera coffeella)、潛葉細蛾屬(Lithocolletis spp.),例如斑點幕形潛葉蛾(Lithocolletis blancardella)、綠果夜蛾(Lithophane antennata)、花翅小捲蛾屬(Lobesia spp.),例如葡萄浆果小捲蛾(Lobesia botrana)、西方豆地老虎(Loxagrotis albicosta)、舞毒蛾屬(Lymantria spp.),例如舞毒蛾(Lymantria dispar)、潛蛾屬(Lyonetia spp.),例如桃潛葉蛾(Lyonetia clerkella)、天幕枯葉蛾(Malacosoma neustria)、豆莢螟(Maruca testulalis)、甘藍夜蛾(Mamestra brassicae)、暮眼蝶(Melanitis leda)、毛腔夜蛾屬(Mocis spp.)、穀蛾科(Monopis obviella)、黏蟲(Mythimna separata)、橡長角蛾(Nemapogon cloacellus)、水螟屬(Nymphula spp.)、(Oiketicus spp.)、莖螟屬(Omphisa spp.)、秋尺蛾屬(Operophtera spp.)、巫夜蛾屬(Oria spp.)、瘤叢螟屬(Orthaga spp.)、杆野螟屬(Ostrinia spp.),例如欧洲玉米螟(Ostrinia nubilalis)、冬夜蛾(Panolis flammea)、稻弄蝶屬(Parnara spp.)、棉紅鈴蟲屬(Pectinophora spp.),例如紅鈴蟲(Pectinophora gossypiella)、潛跳甲屬(Perileucoptera spp.)、烟尺蛾屬(Phthorimaea spp.),例如馬鈴薯塊莖蛾(Phthorimaea operculella)、桔潛蛾(Phyllocnistis citrella)、小潛細蛾屬(Phyllonorycter spp.),例如潛葉蟲(Phyllonorycter blancardella)、山楂潛葉蛾(Phyllonorycter crataegella)、菜粉蝶屬(Pieris spp.),例如白粉蝶(Pieris rapae)、荷蘭石竹小捲蛾(Platynota stultana)、印度穀蛾(Plodia interpunctella)、金翅夜蛾屬(Plusia spp.)、菜蛾(Plutella xylostella(=Plutella maculipennis))、小白巢蛾屬(Prays spp.)、斜紋夜蛾屬(Prodenia spp.)、烟草天蛾屬(Protoparce spp.)、擬粘葉蛾屬(Pseudaletia spp.),例如栗夜盜蛾(Pseudaletia unipuncta)、大豆夜蛾(Pseudoplusia includens)、玉米螟(Pyrausta nubilalis)、薄荷灰夜蛾(Rachiplusia nu)、禾螟屬(Schoenobius spp.),例如三化螟蟲(Schoenobius bipunctifer)、白禾螟屬(Scirpophaga spp.),例如水稻螟蛾(Scirpophaga innotata)、黄地老虎(Scotia segetum)、姓莖夜蛾屬(Sesamia spp.),例如稻蛀莖夜蛾(Sesamia inferens)、長鬚捲蛾屬(Sparganothis spp.)、灰翅夜蛾屬(Spodoptera spp.),例如(Spodoptera eradiana)、甜菜夜蛾(Spodoptera exigua)、秋夜盜蛾(Spodoptera frugiperda)、西部黃條黏蟲(Spodoptera praefica)、舉肢蛾屬(Stathmopoda spp.)、梨織蛾屬(Stenoma spp.)、花生麥蛾(Stomopteryx subsecivella)、興透翅蛾屬(Synanthedon spp.)、安第斯馬鈴薯塊莖蛾(Tecia solanivora)、帶蛾屬(Thaumetopoea spp.)、幹煞夜蛾(Thermesia gemmatalis)、木塞谷蛾(Tinea cloacella)、袋谷蛾(Tinea pellionella)、幕谷蛾(Tineola bisselliella)、捲蛾屬(Tortrix spp.)、毛顫蛾(Trichophaga tapetzella)、粉夜蛾屬(Trichoplusia spp.),例如粉紋夜蛾(Trichoplusia ni)、三化螟(Tryporyza incertulas)、番煎斑潛蝇(Tuta absoluta)、灰蝶屬(Virachola spp.);來自直翅目(Orthoptera)或跳躍亞目(Saltatoria),例如家蟋蟀(Acheta domesticus)、(Dichroplus spp.)、螻蛄屬(Gryllotalpa spp.),例如東方螻蛄(Gryllotalpa gryllotalpa)、蔗蝗屬(Hieroglyphus spp.)、飛蝗屬(Locusta spp.),例如東亞飛蝗(Locusta migratoria)、黑蝗屬(Melanoplus spp.),例如赤地蚱蜢(Melanoplus devastator)、烏蘇里擬寰蟲(Paratlanticus ussuriensis)、沙漠飛蝗(Schistocerca gregaria);來自毛蝨目(Phthiraptera),例如毛虱屬(Damalinia spp.)、血蝨屬(Haematopinus spp.)、長顎蝨屬(Linognathus spp.)、虱蝨屬(Pediculus spp.)、葡萄根瘤蚜(Phylloxera vastatrix)、虱蝨(Phthirus pubis)、毛蝨屬(Trichodectes spp.);來自嚙蟲目(Psocoptera),例如書蝨屬(Lepinatus spp.)、書蝨屬(Liposcelis spp.);來自蚤目(Siphonapterida),例如禽蚤屬(Ceratophyllus spp.)、頭梳蚤屬(Ctenocephalides spp.),例如狗蚤(Ctenocephalides canis)、貓蚤(Ctenocephalides felis)、人蚤(Pulex irritans)、穿皮潛蚤(Tunga penetrans)、印度鼠蚤(Xenopsylla cheopis);來自纓翅目(Thysanoptera),例如黃呆薊馬(Anaphothrips obscurus)、稻薊馬(Baliothrips biformis)、中斑圍孔薊馬(Chaetanaphothrips leeuweni)、鮮食葡萄鐮薊馬(Drepanothrips reuteri)、黃薊馬(Enneothrips flavens)、花薊馬屬(Frankliniella spp.),例如煙草花薊馬(Frankliniella fusca)、西方花薊馬 (Frankliniella occidentalis)、梳缺花薊馬(Frankliniella schultzei)、美東花薊馬(Frankliniella tritici)、越橘薊馬(Frankliniella vaccinii)、威廉斯花薊馬(Frankliniella williamsi)、玉米薊馬(Haplothrips spp.)、陽薊馬屬(Heliothrips spp.)、粟網薊馬(Hercinothrips femoralis)、卡薊馬屬(Kakothrips spp.)、腹鉤薊馬(Rhipiphorothrips cruentatus)、硬薊馬屬(Scirtothrips spp.)、荳蔻薊馬(Taeniothrips cardamoni)、薊馬屬(Thrips spp.),例如南黃薊馬(Thrips palmi)、蔥薊馬(Thrips tabaci);來自衣魚目(Zygentoma)(=櫻尾目(Thysanura)),例如櫛衣魚屬(Ctenolepisma spp.)、衣魚(Lepisma saccharina)、盜火蟲(Lepismodes inquilinus)、斑衣魚(Thermobia domestica);來自結閥綱(Symphyla),例如麽蚰屬(Scutigerella spp.),例如白松蟲(Scutigerella immaculata);來自下列害蟲:軟體動物門,例如來自雙殼綱(Bivalvia),例如飾貝屬(Dreissena spp.);及亦來自腹足綱(Gastropoda),例如蛞蝓屬(Arion spp.),例如(Arion ater rufus)、紅扁蜷屬(Biomphalaria spp.)、泡螺屬(Bulinus spp.)、野蛞蝓屬(Deroceras spp.),例如(Deroceras laeve)、土蝸螺屬(Galba spp.)、椎實螺屬(Lymnaea spp.)、釘螺屬(Oncomelania spp.)、金蘋果螺屬(Pomacea spp.)、琥珀螺屬(Succinea spp.);來自下列的動物和人類寄生蟲:扁形動物(Platyhelminthes)和線形動物門,例如貓圓線蟲屬(Aelurostrongylus spp.)、裂口線蟲屬(Amidostomum spp.)、鉤蟲屬(Ancylostoma spp.),例如十二指腸鉤蟲(Ancylostoma duodenale)、錫蘭鉤蟲(Ancylostoma ceylanicum)、巴西鉤蟲(Acylostoma braziliensis)、血管圓線蟲屬(Angiostrongylus spp.)、異尖屬種(Anisakis spp.)、裸頭絛蟲屬 (Anoplocephala spp.)、蛔蟲屬(Ascaris spp.)、禽蛔屬(Ascaridia spp.)、貝利斯蛔蟲屬(Baylisascaris spp.)、布氏絲蟲屬(Brugia spp.),例如馬來亞絲蟲(Brugia malayi)、帝汶絲蟲(Brugia timori)、仰口線蟲屬(Bunostomum spp.)、絲蟲屬(Capillaria spp.)、夏氏線蟲屬(Chabertia spp.)、支睪吸蟲屬(Clonorchis spp.)、古柏線蟲屬(Cooperia spp.)、環棘線蟲屬(Crenosoma spp.)、杯口線蟲屬(Cyathostoma spp.)、雙腔吸蟲屬(Dicrocoelium spp.)、網尾線蟲屬(Dictyocaulus spp.),例如絲狀網尾線蟲(Dictyocaulus filaria)、廣節裂頭絛蟲屬(Diphyllobothrium spp.),例如廣節裂頭絛蟲(Diphyllobothrium latum)、瓜實絛蟲屬(Dipylidium spp.)、血直絲蟲屬(Dirofilaria spp.)、龍線蟲屬(Dracunculus spp.),例如麥地那線蟲(Dracunculus medinensis)、棘球絛蟲屬(Echinococcus spp.),例如單房性包蟲(Echinococcus granulosus)、多房性包蟲(Echinococcus multilocularis)、棘口吸蟲屬(Echinostoma spp.)、蟯蟲屬(Enterobius spp.)、蟯蟲(Enterobius vermicularis)、真鞘屬(Eucoleus spp.)、肝吸蟲屬(Fasciola spp.)、擬片吸蟲屬(Fascioloides spp.)、薑片蟲屬(Fasciolopsis spp.)、類絲線蟲屬(Filaroides spp.)、筒線蟲屬(Gongylonema spp.)、三代蟲屬(Gyrodactylus spp.)、馬胃線蟲屬(Habronema spp.)、血線蟲屬(Haemonchus spp.)、螺旋線蟲屬(Heligmosomoides spp.)、異刺線蟲屬(Heterakis spp.)、包膜絛蟲屬(Hymenolepis spp.),例如短小包膜絛蟲(Hymenolepis nana)、胃圓線蟲屬(Hyostrongylus spp.)、光絲蟲屬(Litomosoides spp.)、羅阿絲蟲屬(Loa spp.),例如眼絲蟲(Loa Loa)、後圓線蟲屬(Metastrongylus spp.)、次睾吸蟲屬(Metorchis spp.)、中殖孔屬絛蟲屬(Mesocestoides spp.)、莫尼茨絛蟲屬(Moniezia spp.)、繆勒線蟲屬(Muellerius spp.)、鉤蟲屬(Necator spp.)、細頸線蟲(Nematodirus spp.)、日本圓線蟲屬(Nippostrongylus spp.)、食道口線蟲屬(Oesophagostomum spp.)、壺肛線蟲屬(Ollulanus spp.)、蟠尾絲蟲屬 (Onchocerca spp.),例如蟠尾絲蟲(Onchocerca volvulus)、後睾吸蟲屬(Opisthorchis spp.)、奧斯勒屬(Oslerus spp.)、奧斯特線蟲屬(Ostertagia spp.)、尖尾線蟲屬(Oxyuris spp.)、毛細線蟲屬(Paracapillaria spp.)、類絲蟲屬(Parafilaria spp.)、並殖吸蟲屬(Paragonimus spp.)、雙口吸蟲屬(Paramphistomum spp.)、副裸頭絛蟲屬(Paranoplocephala spp.)、副蛔屬(Parascaris spp.)、栓尾線蟲屬(Passalurus spp.)、原圓線蟲屬(Protostrongylus spp.)、血吸蟲屬(Schistosoma spp.)、絲狀線蟲屬(Setaria spp.)、旋尾線蟲屬)Spirocerca spp.]、冠絲蟲屬(Stephanofilaria spp.)、冠尾線蟲屬(Stephanurus spp.)、糞桿線蟲屬(Strongyloides spp.),例如類圓線蟲(Strongyloides fuelleborni)、糞小桿線蟲(Strongyloides stercoralis)、圓線蟲屬(Strongylus spp.)、比翼線蟲屬(Syngamus spp.)、帶絛蟲屬(Taenia spp.),例如無條蟲(Taenia saginata)、有條蟲(Taenia solium)、背帶線蟲屬(Teladorsagia spp.)、吸吮線蟲屬(Thelazia spp.)、弓蛔屬(Toxascaris spp.)、弓首線蟲屬(Toxocara spp.)、旋毛蟲屬(Trichinella spp.),例如旋毛蟲(Trichinella spiralis)、旋毛形線蟲(Trichinella nativa)、布氏旋毛蟲(Trichinella britovi)、納氏旋毛蟲(Trichinella nelsoni)、偽方寵毛線蟲(Trichinella pseudopsiralis)、毛畢屬(Trichobilharzia spp.)、毛圓線蟲屬(Trichostrongylus spp.)、毛首線蟲屬(Trichuris spp.),例如鞭蟲(Trichuris trichuria)、彎口線蟲屬(Uncinaria spp.)、吳策絲蟲屬(Wuchereria spp.),例如班氏絲蟲(Wuchereria bancrofti);來自下列害蟲:線形動物門,亦即植物寄生性線蟲,特別為野外墊刃屬(Aglenchus spp.),例如居農野外墊刃線蟲(Aglenchus agricola)、粒線蟲屬(Anguina spp.),例如小麥粒癭線蟲(Anguina tritici)、滑刃線蟲屬(Aphelenchoides spp.),例如花生滑刃線蟲(Aphelenchoides arachidis)、草莓滑刃線蟲(Aphelenchoides fragariae)、刺線蟲屬(Belonolaimus spp.),例如豌 豆刺線蟲(Belonolaimus gracilis)、長尾刺線蟲(Belonolaimus longicaudatus)、諾頓刺線蟲(Belonolaimus nortoni)、傘滑刃線蟲屬(Bursaphelenchus spp.),例如椰子紅環腐線蟲(Bursaphelenchus cocophilus)、傘滑刃線蟲(Bursaphelenchus eremus)、松材線蟲(Bursaphelenchus xylophilus)、輪線蟲屬(Cacopaurus spp.),例如胡桃線蟲(Cacopaurus pestis)、環紋線蟲屬(Criconemella spp.),例如彎曲小環線蟲(Criconemella curvata)、刻線小環線蟲(Criconemella onoensis)、裝飾小環線蟲(Criconemella ornata)、美洲山核桃環線蟲(Criconemella rusium)、薄葉小環線蟲(Criconemella xenoplax)(=環腐線蟲(Mesocriconema xenoplax))、小環線蟲屬(Criconemoides spp.),例如弗尼亞小環線蟲(Criconemoides ferniae)、小環線蟲(Criconemoides onoense)、杯口小環線蟲(Criconemoides ornatum)、莖線蟲屬(Ditylenchus spp.),例如莖線蟲(Ditylenchus dipsaci)、錐線蟲屬(Dolichodorus spp.)、黃金線蟲屬(Globodera spp.),例如馬鈴薯白線蟲(Globodera pallida)、馬鈴薯黃金線蟲(Globodera rostochiensis)、螺旋線蟲屬(Helicotylenchus spp.),例如雙宮螺旋線蟲(Helicotylenchus dihystera)、擬鞘線蟲屬(Hemicriconemoides spp.)、鞘線蟲屬(Hemicycliophora spp.)、異皮線蟲屬(Heterodera spp.),例如禾谷異皮線蟲(Heterodera avenae)、大豆異皮線蟲(Heterodera glycines)、甜菜異皮線蟲(Heterodera schachtii)、潛根線蟲屬(Hirschmaniella spp.)、紐帶線蟲屬(Hoplolaimus spp.)、長刺線蟲屬(Longidorus spp.),例如非洲長刺線蟲(Longidorus africanus)、根瘤線蟲屬(Meloidogyne spp.),例如奇氏根瘤線蟲(Meloidogyne chitwoodi)、擬禾本科根瘤線蟲(Meloidogyne fallax)、北方根瘤線蟲(Meloidogyne hapla)、南方根瘤線蟲(Meloidogyne incognita)、瓢線蟲屬(Meloinema spp.)、假根瘤線蟲屬(Nacobbus spp.)、擬莖線蟲屬(Neotylenchus spp.)、擬長针線蟲屬(Paralongidorus spp.)、擬滑刃線蟲(Paraphelenchus spp.)、 擬毛刺線蟲屬(Paratrichodorus spp.),例如小擬毛刺線蟲(Paratrichodorus minor)、針線蟲屬(Paratylenchus spp.)、短體線蟲屬(Pratylenchus spp.),例如穿刺短體線蟲(Pratylenchus penetrans)、假海矛線蟲屬(Pseudohalenchus spp.)、平滑線蟲屬(Psilenchus spp.)、斑皮線蟲屬(Punctodera spp.)、五溝線蟲屬(Quinisulcius spp.)、穿孔線蟲屬(Radopholus spp.),例如柑橘穿孔線蟲(Radopholus citrophilus)、穿孔線蟲(Radopholus similis)、盤旋線蟲屬(Rotylenchulus spp.)、螺旋線蟲屬(Rotylenchus spp.)、盾線蟲屬(Scutellonema spp.)、亞蛇形線蟲屬(Subanguina spp.)、毛刺線蟲屬(Trichodorus spp.),例如鈍毛刺線蟲(Trichodorus obtusus)、原始毛刺線蟲(Trichodorus primitivus)、矮化線蟲屬(Tylenchorhynchus spp.),例如矮化線蟲(Tylenchorhynchus annulatus)、鴕形線蟲屬(Tylenchulus spp.),例如柑桔寄生性線蟲(Tylenchulus semipenetrans)、劍線蟲屬(Xiphinema spp.),例如劍線蟲(Xiphinema index)。 The compound of formula (I) is preferably used as a pesticide. They are resistant to resistance to generally sensitive and resistant species and to all or some stages of development. The above pests include: from Arthropoda, especially from Arachnida, such as Acarus spp. ), for example, Acarus siro, Aceria kuko, Aceria sheldoni, Aculops spp. ), Acanthope (Aculus spp. ), such as Aculus fockeui, Aculus schlechtendali, and Amblyomma spp. ), Amphitetrany sinensis (Amphitetrany sinensis), Argas spp. ), Bovineus spp. ), Red genus (Brevipalpus spp. ), for example, Brevipalpus phoenicis, Bryobia graminum, Bryobia praetiosa, Centruroides spp. ), genus (Chorioptes spp. ), Dermanyssus gallinae, Dermatophagoides pteronyssinus, Dermatophagoides farinae, Dermacentor spp. ), Eotetranychus spp. ), such as Eotetranychus hicoriae, Epipirerus pyri, Eutetranychus spp. ), for example (Eutetranychus banksi), Eriophyes spp. ), such as Eriophyes pyri, Glycyphagus domesticus, Halotydeus destructor, Hemitarsonemus spp. ), such as tea dust mites ((Hemitarsonemus latus) (= Polyphagotarsonemus latus), genus Hyalomma spp. ), hard genus (Ixodes spp. ), the genus Arachnid (Latrodectus spp. ), the genus Lycosceles sp. ), Autumn Stork (Neutrombicula autumnalis), Nefhersa spp. ), Osmanthus spp. ), for example, Oligonychus coffeae, Oligonychus coniferarum, Oligonychus ilicis, sugarcane (Oligonychus indicus), Oligonychus mangiferus, Oligonychus pratensis, Oligonychus punicae, Oligonychus yothersi, Ornithodoros spp. ), Avian Robinia (Ornithonyssus spp. ), Red spider genus (Panonychus spp. ), for example, Panonychus citri (=Metatetranychus citri)), Panonychus ulmi (=Metatetranychus ulmi), Phyllocoptruta oleivora, Platytetranychus multidigituli, Polyphagotarsonemus latus ), itch (Psoroptes spp. ), Rhipicephalus spp. ), Rhizoglyphus spp. ), genus (Sarcoptes spp. ), Scorpio maurus, Steneotarsonemus spp. ), Steneotarsonemus spinki, Tarsonemus spp. ), such as Tarsonemus confusus, Tarsonemus pallidus, Tetranychus spp. ), such as the Canadian leafhopper (Tetranychus canadensis), Tetranychus cinnabarinus, Tetranychus turkestani, Tetranychus urticae, Trombula alfreddugesi, genus Vaejovis spp. ), vasates (Vasates lycopersici); from the family Chilopoda, such as the genus Geophilus spp. ), 蚰蜒 (Scutigera spp. ); from the eye or outline of Collembola, such as Onychiurus armatus, Sminthurus viridis; from the genus Diplopoda, such as the genus Blaniulus guttulatus; from insects For example, from Blattodea, for example, Blatta orientalis, Blattella asahinai, Blattella germanica, Leucophaea maderae, European wingless Loboptera decipiens, Neostyylopyga rhombifolia, Panchlora spp. ), hibiscus (Parcoblatta Spp. ), Euphorbia (Periplaneta spp. ), for example, Periplaneta americana, Periplaneta australasiae, Pycnoscelus surinamensis, Supella longipalpa; from Coleoptera, such as the striped cucumber beetle (Acalymma) Vittatum), Soybean elephant (Acanthoscelides obtectus), Adoretus spp. ), Aethina tumida, Agelastica alni, Agriotes spp. ), such as Agriotes linneatus, Agriotes mancus, Alphitobius diaperinus, Amphimallon solstitialis, Anobium punctatum, and Cerambycidae Anoplophora spp. ), like a genus (Anthonomus spp. ), such as Anthonomus grandis, Anthrenus spp. ), seed genus (Apion spp. ), Sugarcane genus (Apogonia spp. ), Amitaria spp. ), such as Atomaria linearis, Attegani spp. ), (Baris caerulescens), pea elephant (Bruchidius obtectus), genus genus (Bruchus spp. ), for example, pea elephant (Bruchus pisorum), broad bean elephant (Bruchus rufimanus), Cassida spp. ), Bean Leaf Beetle (Cerotoma trifurcata), Ceratos (Ceutorrhynchus spp. ), for example, Ceutorrhynchus assimilis, Ceutorrhynchus quadridens, Ceutorrhynchus rapae, Chaetocnema spp. ), such as Chaetocnema confinis, Chaetocnema denticulata, Chaetocnema ectypa, Cleonus mendicus, Conoderus spp. ), weevil (Cosmopolites spp. ), such as the banana bulbous weevil (Cosmopolites sordidus), grasshopper (Costelytra zealandica), taro beetle (Ctenicera spp. ), genus Cyculio spp. ), for example, Curculio caryae, Curculio caryatrypes, Curculio obtusus, Curculio sayi, Cryptolestes ferrugineus, horny chestnut Insect (Cryptolestes pusillus) (Cryptorhynchus lapathi), Mango congenital (Cryptorhynchus mangiferae), Twig genus (Cylindrocopturus spp. ), Cylindrocopturus adspersus, Cylindrocopturus furnissi, Dermestes spp. ), A. genus (Diabrotica spp. ), for example, Diabrotica balteata, Diabrotica barberi, Diabrotica undecimpunctata howardi, Diabrotica undecimpunctata undecimpunctata, Corn root Diabrotica virgifera virgifera), Diabrotica virgifera zeae, Dichocrocis spp. ), rice iron beetle (Dicladispa armigera), genus Paphiopedilum (Diloboderus spp. ), genus Epicaerus spp. ), Ladybug (Epilachna spp. ), for example, Epilachna borealis, Epilachna varivestis, Epitrix spp. ), such as Epitrix cucumeris, Epitrix fuscula, Epitrix hirtipennis, Epitrix subcrinita, Epitrix tuberis, Weevil (Faustinus) Spp. ), Gibbium psylloides, Gnathocerus cornutus, Hellula undalis, Heteronychus arator, Heteronyx spp. ), Hylamorpha elegans, Hylotrupes bajulus, Hypera postica, Hypomeces squamosus, Hypothenemus spp. ), for example, Hypothenemus hampei, Hypothenemus obscurus, Hypothenemus pubescens, Lachnosterna consanguinea, and Lasioderma serricorne Long-legged bandit (Latheticus oryzae), Lathridius spp. ), negative genus (Lema spp. ), potato beetle (Leptinotarsa decemlineata), Lepidoptera spp. ), for example, Leucoptera coffeella, Lisorhoptrus oryzophilus, Listronotus (=Hyperodes) spp. ), tube genus (Lixus spp. ), clover leaf genus (Luperodes spp. ), Luperomorpha xanthodera, Lyctus Spp. ), Golden genus (Megascelis spp. ), the genus of the genus Melanotus spp. ), for example (Melanotus longulus oregonensis), Canetidae aeneus, Melonontha spp. ), for example, Melonontha melolontha, Migdolus spp. ), the genus of the genus Monochamus spp. ), grape shorts (Naupactus xanthographus), genus of the genus Necrobia spp. ), a small firefly when the genus (Neogalerucella spp. ), Niptus hololeucus, Oryctes rhinoceros, Oryzaephilus surinamensis, Oryzaphagus oryzae, Otiorhynchus spp. ), for example, Otiorhynchus cribricollis, Otiorhynchus ligustici, Otiorhynchus ovatus, Otiorhynchus rugosostriarus, Otiorhynchus sulcatus, negative mud Olema spp. ), for example, Oulema melanopus, Oulema oryzae, Oxycetonia jucunda, Phaedon cochleariae, Phyllophaga spp. ), Phyllophaga helleri, Phyllotreta spp. ), such as Phyllotreta armoraciae, Phyllotreta pusilla, Phyllotreta ramosa, Phyllotreta striolata, Popillia japonica, Andean potato genus ( Premnotrypes spp. ), Prostephanus truncatus, Psylliodes spp. ), such as Psylliodes aftinis, Psylliodes chrysocephala, Psylliodes punctulata, Ptinus spp. ), Rhizobius ventralis, Rhizopertha dominica, Rhynchophorus spp. ), Rhynchophorus ferrugineus, Rhynchophorus palmarum, Sinoxylon perforans, Sitophilus spp. ), for example, Sitophilus granarius, Sitophilus linearis, Sitophilus oryzae, Sitophilus zeamais, Sphenophorus spp. ), medicinal herbs Stegobium paniceum, Sternechus spp. ), for example, Sternechus paludatus, Symphyletes spp. ), Tenyeme spp. ), for example, Tanymecus dilaticollis, Tanymecus indicus, Tanymecus palliatus, Tenebrio molitor, Tenebrioides mauretanicus, Tribolium Spp. ), such as Tribolium audax, Tribolium castaneum, Tribolium confusum, Trogoderma spp. ), the genus of the genus (Tychius spp. ), Xylotrechus spp. ), from the genus of the genus (Zabrus spp. ), for example, Mabrus tenebrioides; from the order of Dermaptera, such as Anisolabis maritime, Forficula auricularia, Labidura riparia; from Diptera Diptera), such as Aedes spp. ), such as Aedes aegypti, Aedes albopictus, Aedes sticticus, Aedes vexans, Agromyza spp. ), for example, Agromyza frontella, Agromyza parvicornis, Anastrepha spp. ), Anopheles spp. ), for example, Anopheles quadrimaculatus, Anopheles gambiae, Asphondylia spp. ), the fruit fly (Bactrocera spp. ), such as Bactrocera cucurbitae, Bactrocera dorsalis, Bactrocera oleae, Bibio hortulanus, Calliphora erythrocephala, Calliphora vicina, Ceratitis capitata, Chironomus spp. ), the genus Brysomya spp. ), Chrysops spp. ), Chrysozona pluvialis, Cochliomyia spp. ), Aphis genus (Contarinia spp. ), such as Contarinia johnsoni, Contarinia nasturtii, Contarinia pyrivora, Contarinia schulzi, high Contarinia sorghicola, Contarinia tritici, Cordylobia anthropophaga, Cricotopus sylvestris, Culex spp. ), for example, Culex pipiens, Culex quinquefasciatus, Culicoides spp. ), Culexeta spp. ), Yellow fly genus (Cuterebra spp. ), the genus of the genus Dacus oleae, the genus Dasineura spp. ), for example, Dasineura brassicae, Delia spp. ), such as Delia antiqua, Delia coarctata, Delia florilega, Delia platura, Delia radicum, Dermatobia hominis Drosophila spp. ), for example, Drosphila melanogaster, Drosophila suzukii, and Echinocnemus spp. ), (Euleia heraclei), Genus spp. ), the genus Glossophilus (Gasterophilus spp. ), T. genus (Glossina spp. ), Haematopota spp. ), genus Hydrellia spp. ), Hydrellia griseola, Hylemyia spp. ), the genus Hypobesca spp. ), the genus Hypoderma spp. ), Liriomyza spp. ), for example, Liriomyza brassicae, Liriomyza huidobrensis, Liriomyza sativae, Lucilia spp. ), such as Lucilia cuprina, Lutzomyia spp. ), the genus Mosquito (Mansonia spp. ), Musca spp. ), for example, Musca domestica, Musca domestica vicina, and Oestrus spp. ), Oscinella frit, Paratanytarsus spp. ), (Paralauterborniella subcincta), Beet leaf miner (Pegomya or Pegomyia spp. ), for example, Pegomya betae, Pegomya hyoscyami, Pegomya rubivora, Phlebotomus spp. ), the genus of the genus Phorbia spp. ), the genus Phormia spp. ), Piophila casei, Asparagus fruit fly (Platyparea poeciloptera), (Prodiplosis spp. ), Psila rosae, Rhagoletis spp. ), such as the North American cherry fruit fly (Rhagoletis cingulata), cherry leucorrhea fruit fly (Rhagoletis Completa), Rhagoletis fausta, Rhagoletis indifferens, Rhagoletis mendax, Rhagoletis pomonella, Sarcophaga spp. ), genus (Simulium spp. ), for example, Simulium meridionale, Stomoxys spp. ), Burdock (Tabanus spp. ), the genus Stratus (Tetanops spp. ), European genus (Tipula spp. ), for example, Tipula paludosa, Tipula simplex, Toxotry pana curvicauda; from Hemiptera, such as Acizzia acaciaebaileyanae, Acizzia dodonaeae, Acacia powder Acizzia uncatoides, Acrida turrita, Acyrthosipon spp. ), for example, Acyrthosiphon pisum, Acrogonia spp. ), the rice brown plant (Aeneolamia spp. ), Aragonoscena spp. ), Amaranthus spp. ), Aleyrodes proletella, Aleurolobus barodensis, Aleurothrixus floccosus, Allocaridara malayensis, Amrasca spp. ), for example, Amrasca bigutulla, Amrasca devastans, Anuraphis cardui, Aonidiella spp. ), such as Aonidiella aurantii, Aonidiella citrina, Aonidiella inornata, Aphanostigma piri, Aphis spp . ), such as Aphis citricola, Aphis craccivora, Aphis fabae, Aphis forbesi, Aphis glycines, Aphis gossypii, Ivy (Aphis hederae), Aphis illinoisensis, Aphis middletoni, Aphis nasturtii, Aphis nerii, Aphis pomi, Aphis spiraecola , Aphis viburniphila, Arboridia apicalis, Aspidiella spp. ), Shields genus (Aspidiotus spp. ), for example, Aspidiotus nerii, (Atanus spp. ), potato 蚜 (Aulacorthum Solani), Bemisia tabaci, Brassylla occidentalis, Boreioglycaspis melaleucae, Brachycaudus helichrysii, Brachycolus spp. ), Bravicoryne brassicae, Cacopsylla spp. ), such as Cacopsylla pyricola, Calligypona marginata, (Capulinia spp. ), Carneocephala fulgida, Ceratovacuna lanigera, Cercopidae, Ceroplastes spp, Chaetosiphon fragaefolii, Chionaspis tegalensis, Chlorita onukii, Chondracris rosea, Chromaphis juglandicola, Chrysomphalus aonidum, Chrysomphalus ficus, False eye green leafhopper Cicadulina mbila), Coccomytilus halli, Coccus spp. ), for example, Coccus hesperidum, Coccus longulus, Coccus pseudomagnoliarum, Coccus viridis, Cryptomyzus ribis, Yellow hibiscus (Cryptoneossa spp. ), genus genus (Ctenarytaina spp. ), leaf genus (Dalbulus spp. ), Dialeurodes chittendeni, Dialeurodes citri, Diaphorina citri, Diaspis spp. ), genus Diuraphis spp. ), (Doralis spp. ), Drosicha spp. ), the genus Dysaphis spp. ), such as Dysaphis apiifolia, Dysaphis plantaginea, Dysaphis tulipae, Dysmicoccus spp. ), cotton small green leaf genus (Empoasca spp. ), for example, western potato, Eupoasca abrupta, Empoasca fabae, Emppoasca maligna, Emppoasca solana, Empoasca stevensi, apple aphid ( Eriosoma spp. ), for example, Eriosoma americanum, Eriosoma lanigerum, Eriosoma pyricola, Erythroneura spp. ), (Eucalyptolyma spp. ), eucalyptus (Euphyllura spp. ), Euscelis bilobatus, Fansia spp. ), Fiorinia spp. ), Furcaspis oceanica, Geococcus coffeae, Glycaspis spp. ), Heteropsylla cubana, Heteropsylla spinulosa, Homalodisca coagulata, Hyalopterus arundinis, Hyalopterus pruni, blown cotton Scalea (Icerya spp. ), for example, Icerya purchasi, Idiocerus spp. ), Aphis genus (Idioscopus spp. ), Laodelphax striatellus, Lecanium spp. ), for example, Lecanium corni (=Parthenolecanium corni), Lepidosaphes spp. ), such as Lepidosaphes ulmi, Lipaphis erysimi, Lopholeucaspis japonica, Lycorma delicatula, Macrosiphum spp. ), such as Macrosiphum euphorbiae, Macrosiphum lilii, Macrosiphum rosae, Macrosteles facifrons, Mahanarva spp. ), sorghum (Melanaphis sacchari) horned genus (Metcalfiella spp. ), Metcalfa pruinosa, Metopolophium dirhodum, Monellia costalis, Monelliopsis pecanis, Myzus spp. ), for example, Myzus ascalonicus, Myzus cerasi, Myzus ligustri, Myzus ornatus, Myzus persicae, Myzus nicotianae , lettuce 蚜 (Nasonovia ribisnigri), white genus (Neomaskellia spp. ), Nephotettix spp. ), for example, Nephotettix cincticeps, Nephotettix nigropictus, Nettigoniclla spectra, Nilaparvata lugens, Oncometopia spp. ), Orthezia praelonga, Oxya chinensis, Pachypsylla spp. ), Parabemisia myricae, Paratrioza spp. ),example Such as tomato trout (Paratrioza cockerelli), black star genus (Parlatoria spp. ), Aphis gossypii (Pemphigus spp. ), for example, Pemphigus bursarius, Pemphigus populivenae, Peregrinus maidis, Perkinsiella spp. ), cotton white genus (Phenacoccus spp. ), for example, Phenacoccus madeirensis, Phloeomyzus passerinii, Phorodon humuli, Phylloxera spp. ), for example, Phylloxera devastatrix, Phylloxera notabilis, Pinnaspis aspidistrae, Planococcus spp. ), for example, Planococcus citri, Prosopidopsylla flava, Protopulvinaria pyriformis, Pseudaulacaspis pentagona, Pseudococcus spp. ), for example, Pseudococcus calceolariae, Pseudococcus comstocki, Pscudococcus longispinus, Pseudococcus maritimus, Pseudococcus viburni, Amaranthus Hibiscus (Psyllopsis spp. ), hibiscus (Psylla spp. ), for example, Psylla buxi, Psylla mali, Psylla pyri, Pteromalus spp. ), Pulvinaria spp. ), Purus spp. ), Round genus (Quadraspidiotus spp. ), for example, Quadracidiotus juglansregiae, Quadraspidiotus ostreaeformis, Quadracidiotus perniciosus, Quesada gigas, Rastrococcus spp. ), 缢管蚜 (Rhopalosiphum spp. ), such as Rhopalosiphum maidis, Rhopalosiphum oxyacanthae, Rhopalosiphum padi, Rhopalosiphum rufiabdominale, Saissetia spp. ), for example, Saissetia coffeae, Saissetia miranda, Saissetia neglecta, Saissetia oleae, Sabina oleae (Scaphoideus titanus), Schizaphis graminum, Selenaspidus articulatus, (Sipha flava), Sitobion avenae, Sogata spp. ), Sogatella furcifera, Sogatodes spp. ), Stictocephala festina, Siphoninus phillyreae, Tenalaphara malayensis, Tetragonocephela spp. ), Tinocallis caryaefoliae, Moss (Tomaspis spp. ), genus (Toxoptera spp. ), such as Toxoptera aurantii, Toxoptera citricidus, Trialeurodes vaporariorum, Trioza spp. ), for example, Trioza diospyri, Typhlocyba spp. ), the genus Scales (Unaspis spp. ), apple small heartworm (Viteus vitifolii), leaf genus (Zygina spp. ); from the genus Heteroptera, such as the genus Aelia spp. ), Anasa tristis, Antestiopsis spp. ), Red genus (Boisea spp. ), the genus Blissus spp. ), Juncao bee (Calocoris spp. ), Campylomma livida, two-tailed genus (Cavelerius spp. ), bedbug (Cimex spp. ), for example (Cimex adjunctus), Cimex hemipterus, Cimex lectularius, Cimex pilosellus, Collaria spp. ), Creundiades dilutus, Dasynus piperis, Dielops furcatus, Diconocoris hewetti, Dysdercus spp. ), skunk genus (Euschistus spp. ), such as Euschistus heroes, Euschistus servus, Euschistus tristigmus, Euschistus variolarius, Eurydema spp. ), Hedgehog (Eurygaster spp. ), Halyomorpha halys, mosquito bug (Heliopeltis spp. ), bed bug (Horcias nobilellus), genus Leptocorisa spp. ), Leptocorisa varicomis, Leptoglossus occidentalis, Leptoglossus phyllopus, Lygocoris spp. ), for example, Lygocoris pabulinus, Lygus spp. ), such as Lygus elisus, Lygus hesperus, and peas Lygus lineolaris, Macropes excavatus, Megacopta cribraria, Miridae, Monalonion atratum, Nezara spp. ), for example, southern green locust (rice scorpion), small genus (Nysius spp. ), Shield genus (Oebalus spp. ), Pentomidae, Piesema quadrata, and genus Piezodorus spp. ), for example, red pheasant (Piezodorus guildinii), cotton scorpion genus (Psallus spp. ), lace bed bug (Pseudacysta persea), cone genus (Rhodnius spp. ), Sahlbergella singularis, Scaptocoris castanea, Scotinophora spp. ), Pear Champion (Stephanitis nashi), Bug (Tibraca spp. ), Cone genus (Triatoma Spp. ); from Hymenoptera, such as Acromyrmex spp. ), Athalia spp. ), for example, Athalia rosae, Atta spp. ), Giant Mountain Ant (Camponotus spp. ), Vespa (Dolichovespula spp. ), Dipterus spp. ), such as Diprion similis, Hoplocampa spp. ), for example, Hoplocampa cookei, Hoplocampa testudinea, and Masius spp. ), Argentine ants (Linepithema (Iridiomyrmex) humile), Monomorium pharaonis, and Paratrechina spp. ), wasp genus (Paravespula spp. ), Arrow genus (Plagiolepis spp. ), Tree Bee (Sirex spp. ), red fire ant (Solenopsis invicta), acid odor ant (Tapinoma spp. ), Technomyrmex albipes, Eucrocerus spp. ), the genus Huspa spp. ), for example, Vespa crabro, Wasmannia auropunctata, and Xeris spp. From Isopoda, such as Armadillidium vulgare, Oniscus asellus, Porcellio scaber; from Isoptera, such as Coptotermes spp . ), for example, domestic termites (Coptotermes formosanus), termite termites (Cornitermes cumulans), and sandite termites (Cryptotermes spp. ), Termite genus (Incisitermes spp. ), wood termite genus (Kalotermes spp. ), sugar termites (Microtermes obesi), like termites (Nasutitermes spp. ), Black-winged Termite (Odontotermes spp. ), blind termite genus (Porotermes spp. ), the termite genus (Reticulitermes spp. ), for example, Reticulitermes flavipes, Reticulitermes hesperus; from Lepidoptera, such as Achroia grisella, Acronicta major, Adoxophyes Spp. ), for example, Adoxophyes orana, Aedia leucomelas, Agrotis spp. ), such as Agrotis segetum, Agrotis ipsilon, Alabama spp. ), for example, Alabama argillacea, Amyelois transitella, Anarsia spp. ), the genus Noctuidae (Anticarsia spp. ), for example, the genus Anticarsia gemmatalis, Astragalus spp. ), Autographa spp. ), Barathra brassicae, Blastodacna atra, Borbo cinnara, Bucculatrix thurberiella, Bupalus piniarius, and Spodoptera spp. Busseola spp. ), Caoecia spp. ), Caloptilia theivora, Capua reticulana, Carpocapsa pomonella, Carposina niponensis, Cheimatobia brumata, Chilo spp. ), for example, Chilo plejadellus, Chilo suppressalis, Choreutis pariana, Choristoneura spp. ), Chrysodeixis chalcites, Clysia ambiguella, Cnaphalocerus spp. ), Cnaphalocrocis medinalis, Cnephasia spp. ), Conopomorpha spp. ), Conotrachelus spp. ), Copitarsia spp. ), Cyrus spp. ), for example, Cydia nigricana, Cydia pomonella, Dalaca noctuides, Diaphania spp. ), Sudan Helicoverpa armigera (Diparopsis spp. ), Diatraea saccharalis, Earias spp. ), Ecdytolopha aurantium, South American corn (Elasmopalpus lignosellus), Eldana saccharina, Ephestia spp. ), for example, Ephestia elutella, Ephestia kuehniella, Epinotia spp. ), Epiphyas postvittana, Erannis spp. ), Asian walnut moth (Erschoviella musculana), genus Etiella spp. ), Eudocima spp. ), Elia spp. ), grape and apple leaf moth (Eupoecilia ambiguella), genus Euproctis spp. ), for example, Euproctis chrysorrhoea, Euxoa spp. ), Heliothis sp. (Feltia spp. ), Galleria mellonella, Grecilla spp. ), the small heartworm (Grapholitha spp. ), for example, Grapholita molesta, Grapholita prunivora, Hedylepta spp. ), Noctuidae (Helicoverpa spp. ), for example, Helicoverpa armigera, Helicoverpa zea, Heliothis spp. ), for example, Heliothis virescens, Hofmannophila pseudospretella, Homoeosoma spp. ), the tea leaf leaf moth (Homona spp. ), Hyponomeuta padella, Kakivoria flavofasciata, Lampides spp. ), Noctuidae (Laphygma spp. ), Laspeyresia molesta, Leucinodes orbonalis, Leucoptera spp. ), for example, Leucoptera coffeella, Lithocolletis spp. ), for example, Lithocolletis blancardella, Lithophenea antennata, Lobesia spp. ), for example, Lobesia botrana, Loxaltis albicosta, Lymantria spp. ), for example, Lymantria dispar, Lynonetia spp. ), for example, Lyonetia clerkella, Malacosoma neustria, Maruca testulalis, Mamestra brassicae, Melanitis leda, Mocis Spp. ), Mothaceae (Monopis) Obviella), Mythimna separata, Nemapogon cloacellus, Nymphula spp. ), (Oiketicus spp. ), Stem genus (Omphisa spp. ), the genus Operophtera spp. ), Woratus spp. ), Orthaga spp. ), Ostrinia spp. ), for example, Ostrinia nubilalis, Panolis flammea, and Parnara spp. ), cotton red bollworm (Pectinophora spp. ), for example, Pectinophora gossypiella, Perileucoptera spp. ), the genus Phthorimaea spp. ), for example, potato tuber moth (Phthorimaea operculella), orange moth (Phyllocnistis citrella), Phyllonorycter spp. ), such as the Phyllonorycter blancardella, the Phyllonorycter crataegella, and the genus Pieris spp. ), for example, Pieris rapae, Platynota stultana, Plodia interpunctella, Plusia spp. ), Plutella xylostella (=Plutella maculipennis), Prays spp. ), Spodoptera spp. ), Tobacco genus (Protoparce spp. ), Pseudaletia spp. ), such as Pseudaletia unipuncta, Pseudoplusia includens, Pyrausta nubilalis, Rachiplusia nu, Schoenobius spp. ), for example, Schoenobius bipunctifer, Scirpophaga spp. ), for example, Scirpophaga innotata, Scotia segetum, and Sesamia spp. ), such as the genus Sesamia inferens, Sparganothis spp. ), Spodoptera spp. ), for example (Spodoptera eradiana), Spodoptera exigua, Spodoptera frugiperda, Spodoptera praefica, Stathmopoda spp. ), Stenoma spp. ), Stomopteryx subsecivella, Synanthedon spp. ), Andean potato tuber moth (Tecia solanivora), with the genus Thaumetopoea spp. ), Thermesia gemmatalis, Tinea moth (Tinea) Cloacella), Tinea pellionella, Tineola bisselliella, Tortrix spp. ), Trichophaga tapetzella, Trichoplusia spp. ), for example, Trichoplusia ni, Tryporyza incertulas, Tuta absoluta, Virachola spp. ); from Orthoptera or Saltatoria, such as Acheta domesticus, (Dichroplus spp. ), genus (Gryllotalpa spp. ), for example, Gryllotalpa gryllotalpa, Cane genus (Hieroglyphus spp. ), genus Locusta spp. ), for example, Locusta migratoria, Melanoplus spp. ), such as Melanoplus devastator, Paratlanticus ussuriensis, Schistocerca gregaria; from Phthiraptera, such as Damalinia spp. ), blood genus (Haematopinus spp. ), long genus (Linognathus spp. ), genus Pediculus spp. ), Phylloxera vastatrix, Phthirus pubis, Trichodectes spp. ); from the order of Psocoptera, such as the genus Lepinatus spp. ), the book genus (Liposcelis spp. ); from the order of Siphonapterida, such as the genus Ceratophyllus spp. ), Ctenocephalides spp. ), for example, Ctenocephalides canis, Ctenocephalides felis, Pulex irritans, Tunga penetrans, Xenopsylla cheopis; from Thysanoptera, for example Anaphothrips obscurus, Baliothrips biformis, Chaetanaphothrips leeuweni, Drepanothrips reuteri, Enneothrips flavens, Cymbidium (Frankliniella spp. ), such as the tobacco flower 蓟马 (Frankliniella fusca), western flower 蓟 horse (Frankliniella occidentalis), Frankliniella schultzei, Frankliniella tritici, Frankliniella vaccinii, Frankliniella williamsi, Haplothrips spp. ), Yangshuo horses (Heliothrips spp. ), Hercinothrips femoralis, Kakothrips spp. ), Rhipiphorothrips cruentatus, and hard humus (Scirtothrips spp. ), Beans (Taeniothrips cardamoni), Thrips spp. ), for example, Thrips palmi, Thrips tabaci; from Zygentoma (=Thysanura), such as the genus Ctenolepisma spp. ), Lepisma saccharina, Lepismodes inquilinus, Thermobia domestica; from the genus Symphyla, such as Scutigerella spp. ), for example, Scutigerella immaculata; from the following pests: mollusk gates, for example from Bivalvia, such as Dreissena spp. ); and also from Gastropoda, such as Arion spp. ), for example (Arion ater rufus), Red genus (Biomphalaria spp. ), genus Bulinus spp. ), the wild genus (Deroceras spp. ), for example (Deroceras laeve), genus Galba spp. ), Lymnaea spp. ), Oncomelania spp. ), Golden Apple snail (Pomacea spp. ), Amber snail (Succinea spp. Animals and human parasites from the following: Platyhelminthes and linear animal gates, such as Aelurostrongylus spp. ), Amitos nematode (Amidostomum spp. ), Hookworm (Ancylostoma spp. ), for example, Ancylostoma duodenale, Ancylostoma ceylanicum, Acylostoma braziliensis, Angiostrongylus spp. ), Anisakis spp. Naked head locust (Anoplocephala spp. ), Ascaris spp. ), Avian genus (Ascaridia spp. ), Baylis Locust (Baylisascaris spp. ), Brugia spp. ), for example, Brugia malayi, Brugia timori, Bunostomum spp. ), Filaria (Capillaria spp. ), Chadiania spp. ), Clostridium spp. ), Cooperaria spp. ), C. elegans (Crenosoma spp. ), C. elegans (Cyathostoma spp. ), Dicrocoelium spp. ), Dictyocaulus spp. ), for example, Dictyocaulus filaria, Diphyllobothrium spp. ), such as Diphyllobothrium latum, Dipylidium spp. ), Dirofilaria spp. ), Dracunculus spp. ), for example, Dracunculus medinensis, Echinococcus spp. ), for example, Echinococcus granulosus, Echinococcus multilocularis, Echinostoma spp. ), Aphid (Enterobius spp. ), ob ( (Enterobius vermicularis), genus (Eucoleus spp. ), liver fluke (Fasciola spp. ), Fascioloides spp. ), Ginger (Fasciolopsis spp. ), genus Nematode (Filaroides spp. ), genus Nematode (Gongylonema spp. ), the third generation of genus (Gyrodactylus spp. ), the genus Nematode (Habronema spp. ), Hematocrit (Haemonchus spp. ), Heliconia genus (Heligmosomoides spp. ), Heterarias spp. ), the genus Aphid (Hymenolepis spp. ), for example, Hymenolepis nana, Hyostrongylus spp. ), Litoosoides spp. ), Loa spp. ), such as Loa Loa, Metastrongylus spp. ), the genus Paragonimus (Metorchis spp. ), the genus of the genus Aphis (Mesocestoides spp. ), Monizia spp. ), Muellerius spp. ), hookworm (Necator spp. ), Nematodirus spp. ), N. elegans (Nippostrongylus spp. ), Esophageal nematode (Oesophagostomum spp. ), Anelidae (Ollulanus spp. Filaria (Onchocerca spp. ), such as the Onchocerca volvulus, the genus Hippodidae (Opisthorchis spp. ), Oslerus spp. ), Ostertaglia spp. ), Oxyuris spp. ), Capreolus spp. ), Parafilaria spp. ), Paragonimus spp. ), Parasitic genus Paramphistomum spp. ), Paranoplocephala spp. ), Parascaris spp. ), genus Nematode (Passalurus spp. ), Protostrongylus spp. ), Schistosoma spp. ), Filamentous genus (Setaria spp. ), Trichinella) Spirocerca spp. ], Crown genus (Stephanofilaria spp. ), Coronaria genus (Stephanurus spp. ), the genus Nematode (Strongyloides spp. ), for example, Strongyloides fuelleborni, Strongyloides stercoralis, Strongylus spp. ), genus Heteropharus (Syngamus spp. ), with aphis (Taenia spp. ), such as Taenia saginata, Taenia solium, and Teladorsagia spp. ), sucking nematode (Thelazia spp. ), Toxascaris spp. ), Toxoca serrata (Toxocara spp. ), Trichinella spp. ), for example, Trichinella spiralis, Trichinella nativa, Trichinella britovi, Trichinella nelsoni, Trichinella pseudopsiralis, and genus Trichobilharzia spp. ), Trichostrongylus spp. ), Trichoris spp. ), such as Trichuris trichuria, Uncinaria spp. ), Wuceeria spp. ), for example, Wuchereria bancrofti; from the following pests: the linear animal door, also known as the plant parasitic nematode, especially the wild genus (Aglenchus spp. ), for example, Aglenchus agricola, Anguina spp. ), for example, Anguina tritici, Aphelenchoides spp. ), such as Aphelenchoides arachidis, Aphelenchoides fragariae, and the genus Belonolaimus spp. ), such as pea Belonolaimus gracilis, Belonolaimus longicaudatus, Belonolaimus nortoni, Bursaphelenchus spp. ), for example, Bursaphelenchus cocophilus, Bursaphelenchus eremus, Bursaphelenchus xylophilus, and Cacopaurus spp. ), for example, Cacopaurus pestis, Criconemella spp. ), for example, Criconemella curvata, Criconemella onoensis, Criconemella ornata, Criconemella rusium, Criconemella xenoplax = Mesocriconema xenoplax), Criconemoides spp. ), such as Criconemoides ferniae, Criconemoides onoense, Criconemoides ornatum, Ditylenchus spp. ), for example, Ditylenchus dipsaci, Coniche genus (Dolichodorus spp. ), the genus Globodera spp. ), for example, Globodera pallida, Globodera rostochiensis, Helicopterus spp. ), for example, Helicopterchus dihystera, Hemicriconemoides spp. ), Nematode (Hemicycliophora spp. ), Heterodera spp. ), such as Heterodera avenae, Heterodera glycines, Heterodera schachtii, Hirschmaniella spp. ), the genus Nematode (Hoplolaimus spp. ), Longidarus spp. ), such as Longidorus africanus, Meloidogyne spp. ), for example, Meloidogyne chitwoodi, Meloidogyne fallax, Meloidogyne hapla, Meloidogyne incognita, Melolinema spp. ), pseudo-root nodule nematode (Nacobbus spp. ), Nematolinus spp. ), the genus Aphididae (Paralongidorus spp. ), Paraphyllenus spp. ), Trichinella genus (Paratrichodorus spp. ), for example, Paratrichodorus minor, Paratylenchus spp. ), the short worm (Pratylenchus spp. ), for example, Pratylenchus penetrans, Pseudohalenchus spp. ), smooth nematode (Psilenchus spp. ), Candida nematode (Punctodera spp. ), Quercus elegans (Quinisulcius spp. ), perforated nematode (Radopholus spp. ), such as Radopholus citrophilus, Radopholus similis, Rotylenchulus spp. ), the genus Helicover (Rotylenchus spp. ), Shield genus (Scutellonema spp. ), Subanguina spp. ), Trichoderma genus (Trichodorus spp. ), such as Trichodorus obtusus, Trichodorus primitivus, Tylenchorhynchus spp. ), for example, Tylenchorhynchus annulatus, Tylenchulus spp. ), such as citrus parasitic nematodes (Tylenchulus semipenetrans), genus Xiphinema spp. ), such as the Xiphinema index.
此外,有可能控制來自原生動物亞門的球蟲目(Coccidia),例如艾美球蟲屬(Eimeria spp.)。 In addition, it is possible to control Coccidia from the protozoa, such as Eimeria spp.
式(I)化合物亦可視需要地以特定濃度或施予率用作為改進植物性質的除草劑、安全劑、生長調節劑或生長劑,用作為殺微生物劑或殺配子劑,例如作為殺真菌劑、抗霉劑、殺細菌劑、殺病毒劑(包括對抗類病毒之劑),或作為對抗MLO(似黴漿菌有機體)及RLO(似立克次體有機體)之劑。若適當時,其亦可用作為合成其他活性化合物之中間物或前驅物。 The compound of the formula (I) can also be used as a herbicide, safener, growth regulator or growth agent for improving plant properties, as a microbicide or gametocide, for example as a fungicide, at a specific concentration or rate of application. , anti-fungal agents, bactericides, viricides (including anti-viral agents), or as agents against MLO (mycoplasma-like organisms) and RLO (like rickettsia organisms). If appropriate, it can also be used as an intermediate or precursor for the synthesis of other active compounds.
本發明進一步關於調配物,及自其所製備成包含至少一種式(I)化合物的除害劑之使用形式,例如澆灌、滴藥水及噴灑液。在一些例子中,使用形式包含更多除害劑及/或改進作用之佐劑,諸如滲透劑,例如植物油(例如 菜籽油、葵花油)、礦物油(例如石蠟油)、植物脂肪酸之烷酯(例如菜籽油甲酯或大豆油甲酯)或烷醇烷氧化物,及/或擴散劑,例如烷基矽氧烷,及/或鹽,例如有機或無機銨或鏻鹽,例如硫酸銨或磷酸氫二銨,及/或促進滯留劑,例如磺基琥珀酸二辛酯或羥丙基膠豆聚合物,及/或保濕劑,例如甘油,及/或肥料,例如含銨-、鉀-或磷-之肥料。 The invention further relates to formulations, and to the use forms of the pesticides prepared therefrom, comprising at least one compound of formula (I), such as watering, dripping water and sprays. In some instances, adjuvants containing more pesticides and/or modifications are used, such as penetrants, such as vegetable oils (eg, Rapeseed oil, sunflower oil), mineral oil (such as paraffin oil), alkyl ester of vegetable fatty acids (such as rapeseed oil methyl ester or soybean oil methyl ester) or alkanol alkoxylate, and / or a diffusing agent, such as an alkyl group a oxane, and/or a salt, such as an organic or inorganic ammonium or phosphonium salt, such as ammonium sulphate or diammonium hydrogen phosphate, and/or a retentive agent, such as dioctyl sulfosuccinate or hydroxypropyl gum polymer And/or a humectant such as glycerin, and/or a fertilizer such as a fertilizer containing ammonium, potassium or phosphorus.
習知的調配物為例如水溶性液體(SL)、乳化濃縮劑(EC)、水性乳液(EW)、懸浮濃縮劑(SC、SE、FS、OD)、水可分散性粒劑(WG)、粒劑(GR)及膠囊濃縮劑(CS);該等及更多可能的調配物類型說明於例如2004年以FAO/WHO Joint Meeting on Pesticide Specifications所製作之Crop Life International and in Pesticide Specifications,Manual on development and use of FAO and WHO specifications for pesticides,FAO Plant Production and Protection Papers-173),ISBN:9251048576。除了一或多種式(I)化合物以外,調配物可視需要包含其他的農化活性化合物。 Conventional formulations are, for example, water-soluble liquids (SL), emulsified concentrates (EC), aqueous emulsions (EW), suspension concentrates (SC, SE, FS, OD), water-dispersible granules (WG), Granules (GR) and capsule concentrates (CS); these and more possible types of formulations are described, for example, in Crop Life International and in Pesticide Specifications, Manual on 2004, produced by the FAO/WHO Joint Meeting on Pesticide Specifications. Development and use of FAO and WHO specifications for pesticides, FAO Plant Production and Protection Papers-173), ISBN: 9251048576. In addition to one or more compounds of formula (I), the formulation may optionally contain other agrochemically active compounds.
該等較佳為包含輔助劑的調配物或使用形式,例如增量劑、溶劑、自發性促進劑、載劑、乳化劑、分散劑、防凍劑、殺生物劑、增稠劑及/或其他輔助劑,例如佐劑。在本上下文中的佐劑為增強調配物的生物活性之組份,該組份本身不具有任何生物效應。佐劑的實例為促進滯留、擴散、附著於葉表面或滲透之劑。 These are preferably formulations or forms of use comprising adjuvants, such as extenders, solvents, spontaneous accelerators, carriers, emulsifiers, dispersants, antifreeze agents, biocides, thickeners and/or other Auxiliary agents, such as adjuvants. An adjuvant in this context is a component that enhances the biological activity of the formulation, which component itself does not have any biological effects. An example of an adjuvant is an agent that promotes retention, diffusion, attachment to the surface of the leaf, or penetration.
該等調配物係以已知的方式製備,例如藉由將式(I)化合物與輔助劑混合,諸如增量劑、溶劑及/或固體載劑及/或其他的輔助劑,諸如界面活性劑。調配物係在適合的設備中或另外在施予前或期間製備。 The formulations are prepared in a known manner, for example by mixing a compound of formula (I) with an adjuvant such as a bulking agent, a solvent and/or a solid carrier and/or other adjuvants, such as a surfactant. . Formulations are prepared in a suitable device or otherwise before or during administration.
所使用的輔助劑可為適合賦予式(I)化合物的調配物或由該等調配物所製得的使用形式(例如即用型除害劑,諸如噴灑液或拌種產品)特定性質(諸如特定的物理、技術及/或生物性質)之物質。 The adjuvants used may be of a formulation suitable for imparting a compound of formula (I) or a use form (for example a ready-to-use pesticide such as a spray or seed dressing) prepared from such formulations (such as Substances of specific physical, technical and/or biological properties.
適合的增量劑為例如水、極性和非極性有機化學液體,例如下列類別:芳族和非芳族烴(諸如石蠟、烷基苯、烷基萘、氯苯)、醇和多元醇(若適當時,其亦可經取代、醚化與/或酯化)、酮(諸如丙酮、環己酮)、酯(包括脂肪和油)及(聚)醚、未取代及經取代之胺、醯胺、內醯胺(諸如N-烷基吡咯啶酮)和內酯、碸及亞碸(諸如二甲基亞碸)。 Suitable extenders are, for example, water, polar and non-polar organic chemical liquids, such as the following classes: aromatic and non-aromatic hydrocarbons (such as paraffin, alkylbenzene, alkylnaphthalene, chlorobenzene), alcohols and polyols (if appropriate It can also be substituted, etherified and/or esterified), ketones (such as acetone, cyclohexanone), esters (including fats and oils) and (poly)ethers, unsubstituted and substituted amines, decylamines. , decylamine (such as N-alkylpyrrolidone) and lactones, hydrazine and hydrazine (such as dimethyl hydrazine).
若所使用的增量劑為水,則亦有可能使用例如有機溶劑作為輔助溶劑。有用的液體溶劑基本上為:芳族烴(諸如二甲苯、甲苯或烷基萘)、氯化芳族烴或氯化脂族烴(諸如氯苯、氯乙烯或二氯甲烷)、脂族烴(諸如環己烷或石蠟,例如礦物油分餾物、礦物油和植物油)、醇(諸如丁醇或二醇)及其醚和酯、酮(諸如丙酮、甲基乙酮、甲基異丁酮或環已酮)、強極性溶劑(諸如二甲基甲醯胺和二甲基亞碸),或另外為水。 If the extender used is water, it is also possible to use, for example, an organic solvent as an auxiliary solvent. Useful liquid solvents are: aromatic hydrocarbons (such as xylene, toluene or alkylnaphthalene), chlorinated aromatic hydrocarbons or chlorinated aliphatic hydrocarbons (such as chlorobenzene, vinyl chloride or dichloromethane), aliphatic hydrocarbons (such as cyclohexane or paraffin, such as mineral oil fractions, mineral oils and vegetable oils), alcohols (such as butanol or glycols) and ethers and esters thereof, ketones (such as acetone, methyl ethyl ketone, methyl isobutyl ketone) Or cyclohexanone), a strong polar solvent such as dimethylformamide and dimethylhydrazine, or otherwise water.
原則上,有可能使用所有適合的溶劑。適合的溶劑之實例為芳族烴(諸如二甲苯、甲苯或烷基萘)、氯化芳族烴或氯化脂族烴(諸如氯苯、氯乙烯或二氯甲烷)、脂族烴(諸如環己烷、石蠟、礦物油分餾物、礦物油和植物油)、醇(諸如甲醇、乙醇、異丙醇、丁醇或二醇)及其醚和酯、酮(諸如丙酮、甲基乙酮、甲基異丁酮或環己酮)、強極性溶劑(諸如二甲基亞碸),及亦為水。 In principle, it is possible to use all suitable solvents. Examples of suitable solvents are aromatic hydrocarbons (such as xylene, toluene or alkylnaphthalene), chlorinated aromatic hydrocarbons or chlorinated aliphatic hydrocarbons (such as chlorobenzene, vinyl chloride or dichloromethane), aliphatic hydrocarbons (such as Cyclohexane, paraffin, mineral oil fractions, mineral oils and vegetable oils), alcohols (such as methanol, ethanol, isopropanol, butanol or glycol) and ethers and esters thereof, ketones (such as acetone, methyl ethyl ketone, Methyl isobutyl ketone or cyclohexanone), a strong polar solvent such as dimethyl hydrazine, and also water.
原則上,有可能使用所有適合的載劑。有用的載劑尤其包括:例如銨鹽、經研磨之天然礦物(諸如高嶺土、黏土、滑石、白堊、石英、矽鎂土、蒙脫土或矽藻土)和經研磨之合成材料(諸如細碎的矽石、氧化鋁和天然或合成矽酸鹽、樹脂、蠟及/或固體肥料)。同樣地,可使用此等載劑之混合物。有用於粒劑之載劑包括:例如粉碎且分級之天然礦石(諸如方解石、大理石、浮石、海泡石、白雲石及無機和有機穀粉之合成顆粒),及亦為有機材料之顆粒(諸如鋸屑、紙、椰子殼、玉米穗軸和菸草稈。 In principle, it is possible to use all suitable carriers. Useful carriers include, inter alia, ammonium salts, ground natural minerals such as kaolin, clay, talc, chalk, quartz, attapulgite, montmorillonite or diatomaceous earth, and ground synthetic materials such as finely divided Vermiculite, alumina and natural or synthetic silicates, resins, waxes and/or solid fertilizers). Likewise, mixtures of such carriers can be used. Carriers useful for granules include, for example, pulverized and graded natural ores (such as calcite, marble, pumice, sepiolite, dolomite, and synthetic particles of inorganic and organic grain flour), and also particles of organic materials (such as sawdust). , paper, coconut shells, corn cobs and tobacco stalks.
亦可使用液化氣態增量劑或溶劑。特別適合的是那些在周圍溫度下及 在大氣壓力下呈氣態的增量劑或溶劑,例如氣霧推進氣體,諸如鹵化烴,及亦為丁烷、丙烷、氮氣和二氧化碳。 Liquefied gaseous extenders or solvents can also be used. Particularly suitable for those at ambient temperatures and A bulking agent or solvent that is gaseous at atmospheric pressure, such as an aerosol propellant gas, such as a halogenated hydrocarbon, and also butane, propane, nitrogen, and carbon dioxide.
具有離子或非離子性質之乳化劑及/或發泡劑、分散劑或潤濕劑,或該等界面活性劑之混合物的實例為聚丙烯酸之鹽、木質素磺酸之鹽、苯酚磺酸或萘磺酸之鹽、環氧乙烷與脂肪醇或與脂肪酸或與脂肪胺或與經取代之苯酚(較佳為烷基苯酚或芳基苯酚)之聚縮合物、磺基琥珀酸酯之鹽、牛磺酸衍生物(較佳為牛磺酸烷酯)、聚乙氧基化醇或苯酚之磷酸酯、多元醇之脂肪酸酯,及含硫酸根、磺酸根和磷酸根之化合物的衍生物,例如烷基芳基聚二醇醚、烷基磺酸鹽、烷基硫酸鹽、芳基磺酸鹽、蛋白質水解物、木質素亞硫酸鹽廢液和甲基纖維素。若式(I)化合物中之一者及/或惰性載劑中之一者不溶於水中且當施予係發生在水中時,則界面活性劑的存在是有利的。 Examples of emulsifiers and/or blowing agents, dispersing or wetting agents having ionic or nonionic properties, or mixtures of such surfactants are salts of polyacrylic acid, salts of lignosulfonic acid, phenolsulfonic acid or a salt of naphthalenesulfonic acid, a salt of ethylene oxide with a fatty alcohol or with a fatty acid or with a fatty amine or with a substituted phenol (preferably an alkylphenol or an arylphenol), a salt of a sulfosuccinate , a taurine derivative (preferably an alkyl taurate), a polyethoxylated alcohol or a phosphate of phenol, a fatty acid ester of a polyhydric alcohol, and a derivative of a compound containing a sulfate, a sulfonate and a phosphate For example, alkylaryl polyglycol ethers, alkyl sulfonates, alkyl sulfates, aryl sulfonates, protein hydrolysates, lignin sulfite waste liquors, and methyl cellulose. The presence of a surfactant is advantageous if one of the compounds of formula (I) and/or one of the inert carriers is insoluble in water and when the administration occurs in water.
有可能使用下列者作為調配物及自其所衍生之使用形式中的更多輔助劑:著色劑(諸如無機顏料,例如氧化鐵、氧化鈦和普魯士藍,及有機染料,諸如茜素染料、偶氮染料和金屬酞花青染料),及營養素和微量營養素(諸如鐵、錳、硼、銅、鈷、鉬和鋅之鹽)。 It is possible to use the following as a formulation and more adjuvants in the forms of use derived therefrom: colorants (such as inorganic pigments such as iron oxide, titanium oxide and Prussian blue, and organic dyes such as alizarin dyes, even Nitrogen dyes and metal phthalocyanine dyes, and nutrients and micronutrients (such as salts of iron, manganese, boron, copper, cobalt, molybdenum and zinc).
額外的組份可為穩定劑(諸如低溫穩定劑)、防腐劑、抗氧化劑、光穩定劑或其他改進化學及/或物理穩定性之劑。亦可有發泡劑或消泡劑的存在。 Additional components can be stabilizers (such as low temperature stabilizers), preservatives, antioxidants, light stabilizers, or other agents that improve chemical and/or physical stability. There may also be a blowing agent or an antifoaming agent.
膠黏劑(諸如羧甲基纖維素及呈粉末、顆粒或膠乳形式的天然和合成聚合物,諸如阿拉伯膠、聚乙烯醇和聚乙酸乙烯酯),或其他的天然磷脂(諸如腦磷脂和卵磷脂)和合成磷脂亦可作為額外的輔助劑而存在於調配物及自其所衍生之使用形式中。更多可能的輔助劑為礦物油和植物油。 Adhesives (such as carboxymethylcellulose and natural and synthetic polymers in the form of powders, granules or latexes, such as acacia, polyvinyl alcohol and polyvinyl acetate), or other natural phospholipids (such as cephalin and lecithin) And synthetic phospholipids may also be present as additional adjuvants in the formulations and the forms from which they are derived. More possible adjuvants are mineral oils and vegetable oils.
更多的輔助劑可視需要存在於調配物及自其所衍生之使用形式中。此等添加劑的實例包括香料、保護性膠體、結合劑、黏著劑、增稠劑、搖溶劑、滲透劑、促進滯留劑、穩定劑、螯合劑、錯合劑、保濕劑、擴散劑。 通常可將式(I)化合物與常用於調配目的任何固體或液體添加劑組合。 More adjuvants may be present in the formulation and in the form in which it is derived, as desired. Examples of such additives include perfumes, protective colloids, binders, adhesives, thickeners, shakers, penetrants, retention retention agents, stabilizers, chelating agents, complexing agents, humectants, and diffusing agents. The compound of formula (I) can generally be combined with any solid or liquid additive commonly used for formulation purposes.
有用的促進滯留劑包括所有那些降低動態表面張力之物質,例如磺基琥珀酸二辛酯,或增加黏彈性之物質,例如羥丙基膠豆聚合物。 Useful promoting retention agents include all those which reduce the dynamic surface tension, such as dioctyl sulfosuccinate, or substances which increase viscoelastic properties, such as hydroxypropyl gum polymer.
在本發明上下文中,適合的滲透劑為所有那些通常用於改進農化活性化合物滲透至植物中的物質。在本發明上下文中,滲透劑係以其自(通常為水性)施予液體及/或自噴灑覆層滲透至植物的角質層且由此增加活性化合物在角質層中的移動性之能力來定義。可使用文獻中所述之方法(Baur等人之1997,Pesticide Science 51,131-152)來測定此性質。實例包括醇烷氧化物(諸如椰子脂肪乙氧化物(10)或異十三烷基乙氧化物(12))、脂肪酸酯(例如菜籽油甲酯或大豆油甲酯)、脂肪胺烷氧化物(例如獸脂胺乙氧化物(15))或銨及/或鏻鹽(例如硫酸銨或磷酸氫二銨)。 Suitable penetrants in the context of the present invention are all those which are generally used to improve the penetration of agrochemically active compounds into plants. In the context of the present invention, penetrants are defined by their ability to administer liquids from (usually aqueous) liquids and/or from the spray coating to the stratum corneum of the plant and thereby increase the mobility of the active compound in the stratum corneum. . This property can be determined using the methods described in the literature (Baur et al. 1997, Pesticide Science 51, 131-152). Examples include alcohol alkoxylates (such as coconut fat ethoxylate (10) or isotridecyl ethoxylate (12)), fatty acid esters (such as rapeseed oil methyl ester or soybean oil methyl ester), fatty amines. Oxide (for example, tallow amine ethoxylate (15)) or ammonium and/or phosphonium salt (for example ammonium sulfate or diammonium hydrogen phosphate).
調配物較佳地包含以調配物重量為基準計介於0.00000001與98重量%之間的式(I)化合物,或特別優先為介於0.01重量%與95重量%之間的式(I)化合物,更佳為介於0.5重量%與90重量%之間的式(I)化合物。 The formulation preferably comprises between 0.00000001 and 98% by weight of the compound of formula (I), or particularly preferably between 0.01% and 95% by weight, based on the weight of the formulation, of a compound of formula (I) More preferably, it is between 0.5% by weight and 90% by weight of the compound of the formula (I).
在自調配物所製備之使用形式(特別為除害劑)中的式(I)化合物含量可在寬廣的範圍內改變。在使用形式中的式(I)化合物濃度通常係以使用形式的重量為基準計介於0.00000001與95重量%之間的式(I)化合物,較佳為介於0.00001與1重量%之間。以適合於使用形式的習知方式使用化合物。 The content of the compound of the formula (I) in the use form (particularly a pesticide) prepared from the self-modulating agent can be varied within a wide range. The concentration of the compound of formula (I) in the use form is generally between 0.00000001 and 95% by weight, based on the weight of the use form, of the compound of formula (I), preferably between 0.00001 and 1% by weight. The compounds are used in a conventional manner suitable for the form of use.
式(I)化合物亦可用作為與一種或多種適合的殺真菌劑、殺細菌劑、殺蟎劑、殺軟體動物劑、殺線蟲劑、殺昆蟲劑、微生物劑、有利物種、除草劑、肥料、驅鳥劑、植物強直劑(phytotonics)、滅菌劑、安全劑、化學傳訊素及/或植物生長調節劑之混合物,以便於因此例如擴增廣效作用、延長作 用時期、增加作用率、防止排斥或防止抗性進化。另外,此等活性化合物組合可改進植物生長及/或對非生物因子(例如高或低溫、乾旱或含水量升高或土壤鹽度)之耐受性,亦有可能改進開花和結果性能、優化發芽能力和根發育、加速收成和改進產率、影響成熟、改進收成產物之品質及/或營養價值、延長貯藏壽命及/或改進收成產物之加工性。 The compounds of formula (I) may also be employed as one or more suitable fungicides, bactericides, acaricides, molluscicides, nematicides, insecticides, microbial agents, advantageous species, herbicides, fertilizers, Mixtures of bird repellents, phytotonics, sterilizing agents, safeners, chemical transmitters, and/or plant growth regulators to facilitate, for example, amplification of broad-spectrum effects, prolonged work Use time, increase the rate of action, prevent rejection or prevent the evolution of resistance. In addition, combinations of such active compounds may improve plant growth and/or tolerance to abiotic factors such as high or low temperature, drought or increased water content or soil salinity, and may also improve flowering and performance performance, optimization Germination capacity and root development, accelerated harvesting and improved yield, affecting maturity, improving the quality and/or nutritional value of the harvested product, extending shelf life and/or improving processability of the harvested product.
此外,式(I)化合物可存在於與其他的活性化合物或化學傳訊素之混合物中,諸如引誘劑及/或驅鳥劑及/或植物活化劑及/或生長調節劑及/或肥料。同樣地,可使用式(I)化合物改進植物,諸如收成原料的生長、產率及品質。 Furthermore, the compounds of the formula (I) may be present in admixture with other active compounds or chemical carriers, such as attractants and/or bird repellents and/or plant activators and/or growth regulators and/or fertilizers. Likewise, compounds of formula (I) can be used to improve the growth, yield and quality of plants, such as harvested materials.
在根據本發明特別的實施態樣中,式(I)化合物係存在於與更多化合物之混合物中的調配物或自該等調配物所製備之使用形式(較佳為那些下文所述者)中I。 In a particular embodiment according to the invention, the compound of formula (I) is a formulation present in a mixture with more compounds or a use form prepared from such formulations (preferably those described below) In I.
若下文所述化合物中之一者可以不同的互變異構物形式出現時,亦包括該等形式,即使未於各例子中明確述及。 Where one of the compounds described below can occur in different tautomeric forms, such forms are also included, even if not explicitly recited in the examples.
以彼等通用名稱於本文識別之活性化合物為已知且說明於例如除害劑手冊中(“The Pesticide Manual”16th Ed.,British Crop Protection Council 2012)或可於網路上搜尋(例如http://www.alanwood.net/pesticides)。 The active compounds identified herein by their common names are known and described, for example, in the Pesticides Manual ("The Pesticide Manual" 16th Ed., British Crop Protection Council 2012) or can be searched on the web (eg http:/ /www.alanwood.net/pesticides).
(1)乙醯膽鹼酯酶(AChE)抑制劑,諸如胺甲酸酯,例如亞拉克(alanycarb)、得滅克(aldicarb)、免敵克(bendiocarb)、免扶克(benfuracarb)、佈嘉信(butocarboxim)、丁氧喜信(butoxycarboxim)、加保利(carbaryl)、加保扶(carbofuran)、丁基加保扶(carbosulfan)、愛殺克(ethiofencarb)、丁基滅必蝨(fenobucarb)、覆滅滿(formetanate)、護拉克(furathiocarb)、滅必蝨(isoprocarb)、滅賜克(methiocarb)、納乃得(methomyl)、治滅蝨(metolcarb)、歐殺滅(oxamyl)、 比加普(pirimicarb)、安丹(propoxur)、硫敵克(thiodicarb)、硫化隆(thiofanox)、三雜滅(triazamate)、三美克(trimethacarb)、XMC和滅爾蝨(xylylcarb);或有機磷酸酯類,例如歐殺松(acephate)、雜美松(azamethiphos)、谷速松(azinphos)-乙酯、谷速松-甲酯、卡杜松(cadusafos)、氯乙氧松(chlorethoxyfos)、氯芬松(chlorfenvinphos)、克美松(chlormephos)、陶斯松(chlorpyrifos)-甲酯、可馬松(coumaphos)、氰基松(cyanophos)、滅賜松(demeton)-S-甲酯、大利松(diazinon)、二氯松(dichlorvos)/DDVP、雙特松(dicrotophos)、大滅松(dimethoate)、二甲基芬松(dimethylvinphos)、二硫松(disulfoton)、EPN、愛殺松(ethion)、普伏松(ethoprophos)、胺磺磷(famphur)、芬滅松(fenamiphos)、撲滅松(fenitrothion)、芬殺松(fenthion)、松賽殺(fosthiazate)、飛達松(heptenophos)、依米氰松(imicyafos)、亞芬松(isofenphos)、O-(甲氧胺基硫磷醯基)水楊酸異丙酯、加福松(isoxathion)、馬拉松(malathion)、滅加松(mecarbam)、達馬松(methamidophos)、滅大松(methidathion)、美文松(mevinphos)、亞素靈(monocrotophos)、那列(naled)、歐滅松(omethoate)、滅多松(oxydemeton)-甲酯、巴拉松-甲酯、賽達松(phenthoate)、福瑞松(phorate)、裕必松(phosalone)、益滅松(phosmet)、福賜米松(phosphamidon)、巴賽松(phoxim)、亞特松(pirimiphos)-甲酯、佈飛松(profenofos)、撲達松(propetamphos)、普硫松(prothiofos)、白克松(pyraclofos)、必芬松(pyridaphenthion)、拜裕松(quinalphos)、硫帖(sulfotep)、得寧松(tebupirimifos)、得美松(temephos)、托福松(terbufos)、樂本松(tetrachlorvinphos)、硫滅松(thiometon)、三落松(triazophos)、三氯松(trichlorfon)和繁米松(vamidothion)。 (1) Acetylcholinesterase (AChE) inhibitors, such as carbamates, such as alanycarb, aldicarb, bendiocarb, benfuracarb, cloth Schwab (butocarboxim), butoxycarboxim, carbaryl, carbofuran, carbosulfan, ethiofencarb, fenobucarb, Formetanate, furathiocarb, isoprocarb, metiocarb, methodyl, metolcarb, oxamyl, Pirimicarb, propoxur, thiodicarb, thiofanox, triazamate, trimethacarb, XMC, and xylylcarb; Organophosphates such as acephate, azamethiphos, azinphos-ethyl ester, tamarind-methyl ester, cadusafos, chlorethoxyfos ), chlorfensin (chlorfenphophos), chlormephos, chlorpyrifos-methyl ester, coumaphos, cyanophos, demeton-S-methyl ester, Diazinon, dichlorvos/DDVP, dicrotophos, dimethoate, dimethylvinphos, disulfoton, EPN, acesulfame Ethion), ethoprophos, famphur, fenamiphos, fenitrothion, fenthion, fosthiazate, heptenophos , imicyafos, isofenphos, O-(methoxyamidothiol) isopropyl salicylate, isoxathion, marathon (ma Lathion), mecarbam, methamidophos, methidathion, mevinphos, monocrotophos, naled, omethoate, genus Oxydemeton-methyl ester, balason-methyl ester, phenthoate, phorate, phosalone, phosmet, phosphamidon, bar Phoxim, pirimiphos-methyl ester, profenofos, propetamphos, prothiofos, pyraclofos, pyridaphenthion, baiyu Quinalphos, sulfotep, tebupirimifos, temephos, terbufos, tetrachlorvinphos, thiometon, triazophos ), trichlorfon and vamidothion.
(2)GABA-門控之氯化物通道拮抗劑,諸如環二烯有機氯,例如克氯丹(chlordane)和安殺番(endosulfan);或苯基吡唑(fiprole),例如愛殺普洛(ethiprole)和芬普尼(fipronil)。 (2) GABA-gated chloride channel antagonists, such as cyclodiene organochlorines, such as chlordane and endosulfan; or phenylpyrazole, such as acepro (ethiprole) and fipronil.
(3)鈉通道調節劑/電壓-門控之鈉通道阻斷劑,諸如擬除蟲菊酯,例如阿納寧(acrinathrin)、丙烯菊酯(allethrin)、d-順式-反式丙烯菊酯(allethrin)、d-反式丙烯菊酯(allethrin)、畢芬寧(bifenthrin)、右亞列寧(bioallethrin)、右亞列寧(bioallethrin)S-環戊烯基異構物、必賽靈(bioresmethrin)、乙氰菊酯(cycloprothrin)、賽扶寧(cyfluthrin)、β-賽扶寧、賽洛寧(cyhalothrin)、λ-賽洛寧、γ-賽洛寧、賽滅寧(cypermethrin)、α-賽滅寧、β-賽滅寧、θ-賽滅寧、ζ-賽滅寧、賽芬寧(cyphenothrin)[(1R)-反式異構物]、第滅寧(deltamethrin)、依普靈(empenthrin)[(EZ)-(1R)異構物)、益化利(esfenvalerate)、依芬寧(etofenprox)、芬普寧(fenpropathrin)、芬化利(fenvalerate)、福本賽寧(flucythrinate)、伏滅寧(flumethrin)、τ-福化利(fluvalinate)、海本斯(halfenprox)、益普靈(imiprothrin)、剋特寧(kadethrin)、(mom氟thrin)、百滅寧(permethrin)、芬特寧(phenothrin)[(1R)-反式異構物)、普烈靈(prallethrin)、除蟲菊酯(pyrethrins(pyrethrum))、利滅靈(resmethrin)、希拉芬(silafluofen)、特伏靈(tefluthrin)、特滅靈(tetramethrin)、特滅靈(tetramethrin)[(1R)異構物)]、泰滅寧(tralomethrin)和參伏靈(transfluthrin);或DDT;或美克氯(methoxychlor)。 (3) Sodium channel modulators/voltage-gated sodium channel blockers, such as pyrethroids, such as acrinathrin, allethrin, d-cis-transmethrin (allethrin), d-trans methrin (allethrin), bifenthrin, bioallethrin, bioallethrin S-cyclopentenyl isomer, bioresmethrin, Cycloprothrin, cyfluthrin, β-saiconin, cyhalothrin, λ-saironin, γ-cylonin, cypermethrin, α-race Ningning, β-赛灭宁, θ-赛灭宁, ζ-赛灭宁, cyphenothrin [(1R)-trans isomer], deltamethrin, ephring ( Empenthrin) [(EZ)-(1R) isomer), esfenvalerate, etofenprox, fenpropathrin, fenvalerate, flucythrinate, volt Flumethrin, τ-fluvalinate, halfenprox, imiprothrin, kadethrin, (mom fluoride thrin), permethrin, perphen Phenothrin [(1R)- Isomers), prallethrin, pyrethrins (pyrethrum), resmethrin, silafluofen, tefluthrin, tetramethrin , tetramethrin [(1R) isomer), tralomethrin and transfluthrin; or DDT; or methoxychlor.
(4)菸鹼能乙醯膽鹼受體(nAChR)促效劑,諸如類新菸鹼,例如乙醯普(acetamiprid)、克利定(clothianidin)、第諾芬(dinotefuran)、益達胺(imidacloprid)、尼普爛(nitenpyram)、硫克比(thiacloprid)和賽速安(thiamethoxam);或尼古丁;或碸蟲錠(sulfoxaflor);或福白二福隆(flupyradifurone)。 (4) Nicotine acetylcholine receptor (nAChR) agonists, such as neonicotinoids, such as acetamiprid, clothianidin, dinotefuran, edamine ( Imidacloprid), nitenpyram, thiacloprid and thiamethoxam; or nicotine; or sulfoxaflor; or flupyradifurone.
(5)菸鹼能乙醯膽鹼受體(nAChR)之異位作用活化劑,諸如賜諾殺類(Spinosyns),例如賜諾特(spinetoram)和賜諾殺(spinosad)。 (5) Activators of ectopic action of the nicotinic acetylcholine receptor (nAChR), such as Spinosyns, such as spinetoram and spinosad.
(6)氯化物通道活化劑,諸如亞滅汀類(avermectins)/米貝黴素類(milbemycins),例如阿巴汀(abamectin)、因滅汀苯甲酸鹽(emamectin benzoate)、勒匹汀(lepimectin)和密貝汀(milbemectin)。 (6) Chloride channel activators, such as avermectins/milbemycins, such as abamectin, emamectin benzoate, leipeptine (lepimectin) and milbemectin.
(7)幼保激素模擬物,諸如幼保激素類似物,例如赫普靈(hydroprene)、克普靈(kinoprene)和滅普靈(methoprene);或吩克卡(fenoxycarb);或必普芬(pyriproxyfen)。 (7) juvenile hormone mimics, such as juvenile hormone analogs, such as hydroprene, kinoprene, and metoprene; or fenoxycarb; or bupfen (pyriproxyfen).
(8)具有未知或未指明的作用機制之活性化合物,諸如烷基鹵化物,例如甲基溴和其他的烷基鹵化物;或氯吡靈(chloropicrin);或硫醯氟;或硼砂;或吐酒石(tartar emetic)。 (8) an active compound having an unknown or unspecified mechanism of action, such as an alkyl halide such as methyl bromide and other alkyl halides; or chloropicrin; or thiopurine; or borax; Tartar emetic.
(9)選擇性抗攝食劑,例如必滅辛(pymetrozine);或伏卡滅(flonicamid)。 (9) A selective anti-feeding agent, such as pymetrozine; or flonicamid.
(10)蟎生長抑制劑,例如克芬辛(clofentezine)、海賽唑(hexythiazox)和地伏辛(diflovidazin);或抑特唑(etoxazole)。 (10) 螨 growth inhibitors such as clofentezine, hexythiazox and diflovidazin; or etoxazole.
(11)昆蟲腸膜之微生物干擾劑,例如蘇雲金芽胞桿菌以色列亞種(Bacillus thuringiensis subspecies israelensis)、球形芽孢桿菌(Bacillus sphaericus)、蘇雲金芽胞桿菌鮎澤亞種(Bacillus thuringiensis subspecies aizawai)、蘇雲金芽胞桿菌庫斯塔基亞種(Bacillus thuringiensis subspecies kurstaki)、蘇雲金芽胞桿菌殺蟲亞種(Bacillus thuringiensis subspecies tenebrionis)和BT植物蛋白質:Cry1Ab、Cry1Ac、Cry1Fa、Cry2Ab、mCry3A、Cry3Ab、Cry3Bb、Cry34/35Ab1。 (11) Microbial interfering agents of insect intestinal membranes, such as Bacillus thuringiensis subspecies israelensis, Bacillus sphaericus, Bacillus thuringiensis subspecies aizawai, Bacillus thuringiensis library Bacillus thuringiensis subspecies kurstaki, Bacillus thuringiensis subspecies tenebrionis and BT plant proteins: Cry1Ab, Cry1Ac, Cry1Fa, Cry2Ab, mCry3A, Cry3Ab, Cry3Bb, Cry34/35Ab1.
(12)氧化性磷酸化抑制劑,ATP干擾劑,諸如地芬能(diafenthiuron);或有機錫化合物,例如亞賽錫(azocyclotin)、賽赫錫(cyhexatin)和芬塔錫(fenbutatin)氧化物;或歐蟎多(propargite);或特達芬(tetradifon)。 (12) oxidative phosphorylation inhibitors, ATP interfering agents such as diafenthiuron; or organotin compounds such as azocyclotin, cyhexatin and fenbutatin oxides Or propargite; or tetradifon.
(13)以干擾H-質子梯度作用之氧化性磷酸化去偶合劑,諸如克芬吡(chlorfenapyr)、DNOC和氟蟲胺(sulfluramid)。 (13) Oxidative phosphorylation decoupling agents that interfere with H-proton gradients, such as chlorfenapyr, DNOC, and sulfluramid.
(14)菸鹼能乙醯膽鹼受體拮抗劑,諸如本速達(bensultap)、培丹(cartap)鹽酸鹽、硫克蘭(thiocylam)和硫速伏(thiosultap)-鈉。 (14) Nicotine acetylcholine receptor antagonists, such as bensultap, cartap hydrochloride, thiocylam, and thiosultap-sodium.
(15)幾丁質生物合成抑制劑,第0型,諸如必賽伏(bistrifluron)、克伏 能(chlofluazuron)、地伏能(diflubenzuron)、伏賽能福環脲(flucycloxuron)、氟芬隆(flufenoxuron)、赫姆能(hexaflumuron)、利芬能(lufenuron)、利化能(novaluron)、諾化能(noviflumuron)、特速能(teflubenzuron)和三伏能(triflumuron)。 (15) Chitin biosynthesis inhibitors, type 0, such as bistrifluron, gram Energy (chlofluazuron), diflubenzuron, flucycloxuron, flufenoxuron, hexaflumuron, lufenuron, novaluron, Noviflumuron, teflubenzuron and triflumuron.
(16)幾丁質生合成抑制劑,第1型,例如佈芬辛(buprofezin)。 (16) Chitin biosynthesis inhibitor, type 1, such as buprofezin.
(17)蛻皮抑制劑(特別為雙翅目,亦即雙翅類昆蟲),諸如賽滅淨(cyromazine)。 (17) A ecdysone inhibitor (particularly a Diptera, also known as a dipteran), such as cyromazine.
(18)脫皮激素受體促效劑,諸如可芬諾(chromafenozide)、赫芬賽(halofenozide)、甲氧芬賽(methoxyfenozide)和特芬賽(tebufenozide)。 (18) Opioid receptor agonists such as chromafenozide, hafenofozide, methoxyfenozide, and tebufenozide.
(19)章魚胺能促效劑,諸如三亞蟎(amitraz)。 (19) Octopaminergic agonists, such as amitraz.
(20)複合物-III電子傳輸抑制劑,諸如海滅能(hydramethylnone);或亞克希(acequinocyl);或伏克靈(fluacrypyrim)。 (20) Complex-III electron transport inhibitors, such as hydramethylnone; or acequinocyl; or fluacrypyrim.
(21)複合物-I電子傳輸抑制劑,例如來自METI殺蟎劑群組,例如芬殺蟎(fenazaquin)、芬普蟎(fenpyroximate)、普靈芬(pyrimidifen)、畢達本(pyridaben)、達芬必(tebufenpyrad)和特芬必(tolfenpyrad);或魚藤精(rotenone)(Derris)。 (21) Complex-I electron transport inhibitors, for example, from METI acaricide groups, such as fenazaquin, fenpyroximate, pyrimidifen, pyridaben, Tefufenpyrad and tolfenpyrad; or rotenone (Derris).
(22)電壓-門控之鈉通道阻斷劑,例如因得克(indoxacarb);或美氟腙(metaflumizone)。 (22) Voltage-gated sodium channel blockers, such as indoxacarb; or metaflumizone.
(23)乙醯基-Co-A羧酸酶抑制劑,諸如特春酸(tetronic acid)和四聚酸(tetramic acid)衍生物,例如螺克芬(spirodiclofen)、螺滅芬(spiromesifen)和賜派滅(spirotetramat)。 (23) Ethyl-Co-A carboxylase inhibitors, such as tetronic acid and tetramic acid derivatives, such as spirodiclofen, spiromesifen, and Spirotetramat.
(24)複合物-IV電子傳輸抑制劑,諸如膦,例如磷化鋁、磷化鈣、膦和磷化鋅;或氰化物。 (24) Complex-IV electron transport inhibitors such as phosphines such as aluminum phosphide, calcium phosphide, phosphine and zinc phosphide; or cyanide.
(25)複合物-II電子傳輸抑制劑,諸如氰必吩(cyenopyrafen)和賽福芬 (cyflumetofen)。 (25) Complex-II electron transport inhibitors such as cyenopyrafen and sevoflufen (cyflumetofen).
(28)理安諾鹼(Ryanodine)受體效應子,諸如二醯胺,例如剋安勃(chlorantraniliprole)、賽安勃(cyantraniliprole)和氟苯二醯胺(flubendiamide),更多的活性化合物,諸如安伏滅(amidoflumet)、安伏索拉(afoxolaner)、查得定(azadirachtin)、苯克賽(benclothiaz)、苯賽滅(benzoximate)、必芬賽(bifenazate)、(broflanilide)、新殺蟎(bromopropylate)、蟎離丹(chinomethionat)、克利得(cryolite)、賽拉尼波(cyclaniliprole)、環氧蟲啶(cycloxaprid)、氯氟氰蟲醯胺(cyhalodiamide)、狄可米柔泰茲(dicloromezotiaz)、大克蟎(dicofol)、氟蟎四嗪(diflovidazin)、氟托奎(flometoquin)、氟札因朵辛(fluazaindolizine)、氟速吩(fluensulfone)、伏吩靈(flufenerim)、氟芬史托賓(flufenoxystrobin)、丁烯氟蟲腈(flufiprole)、氟殺逢(fluhexafon)、氟吡菌醯胺(fluopyram)、氟拉蘭(fluralaner)、氟米塔麥(fluxametamide)、呋喃蟲醯肼(fufenozide)、戊吡蟲胍(guadipyr)、害塔氟靈(heptafluthrin)、氯噻啉(imidaclothiz)、依普同(iprodione)、羅提蘭(lotilaner)、氯氟醚菊酯(meperfluthrin)、哌蟲啶(paichongding)、派福佈邁(pyflubumide)、必達利(pyridalyl)、必伏松(pyrifluquinazon)、嘧蟎胺(pyr亞胺基strobin)、殺洛蘭(sarolaner)、四氟醚菊酯(tetramethylfluthrin)、四安利普(tetraniliprole)、四氯安利普(tetrachlorantraniliprole)、提芬(tioxazafen)、硫氟肟醚(Thiofluoximate)、三氟米比瑞(triflumezopyrim)和碘甲烷;及另外以芽孢堅強桿菌(Bacillus firmus)(I-1582,BioNeem,Votivo)主之製劑,及亦為下列化合物:1-{2-氟-4-甲基-5-[(2,2,2-三氟乙基)亞磺醯基]苯基}-3-(三氟甲基)-1H-1,2,4-三唑-5-胺(自WO2006/043635已知)、{1'-[(2E)-3-(4-氯苯基)丙-2-烯-1-基]-5-氟螺[吲哚-3,4'-哌啶]-1(2H)-基}(2-氯吡啶-4-基)甲酮(自WO2003/106457已知)、2-氯N-[2-{1-[(2E)-3-(4-氯苯基)丙-2-烯-1-基]哌啶-4-基}-4-(三氟甲基)苯基]異菸鹼醯胺(自WO2006/003494已知)、3-(2,5-二甲基 苯基)-4-羥基-8-甲氧基-1,8-二氮雜螺[4.5]癸-3-烯-2-酮(自WO2009/049851已知)、碳酸3-(2,5-二甲基苯基)-8-甲氧基-2-側氧基-1,8-二氮雜螺[4.5]癸-3-烯-4-基-乙酯(自WO2009/049851已知)、4-(丁-2-炔-1-氧基)-6-(3,5-二甲基哌啶-1-基)-5-氟嘧啶(自WO2004/099160已知)、4-(丁-2-炔-1-氧基)-6-(3-氯苯基)嘧啶(自WO2003/076415已知)、PF1364(CAS登錄號1204776-60-2已知)、2-[2-({[3-溴-1-(3-氯吡啶-2-基)-1H-吡唑-5-基]羰基}胺基)-5-氯3-甲基苯甲醯基]-2-甲基肼羧酸甲酯(自WO2005/085216已知)、2-[2-({[3-溴-1-(3-氯吡啶-2-基)-1H-吡唑-5-基]羰基}胺基)-5-氰基-3-甲基苯甲醯基]-2-乙基肼羧酸甲酯(自WO2005/085216已知)、2-[2-({[3-溴-1-(3-氯吡啶-2-基)-1H-吡唑-5-基]羰基}胺基)-5-氰基-3-甲基苯甲醯基]-2-甲基肼羧酸甲酯(自WO2005/085216已知)、2-[3,5-di溴-2-({[3-溴-1-(3-氯吡啶-2-基)-1H-吡唑-5-基]羰基}胺基)苯甲醯基]-2-乙基肼羧酸甲酯(自WO2005/085216已知)、N-[2-(5-胺基-1,3,4-噻二唑-2-基)-4-氯6-甲基苯基]-3-溴-1-(3-氯吡啶-2-基)-1H-吡唑-5-甲醯胺(自CN102057925已知)、4-[5-(3,5-二氯苯基)-5-(三氟甲基)-4,5-二氫-1,2-唑-3-基]-2-甲基-N-(1-氧負離子基硫呾(oxidothietan)-3-基)苯甲醯胺(自WO2009/080250已知)、N-[(2E)-1-[(6-氯吡啶-3-基)甲基]亞吡啶-2(1H)-及]-2,2,2-三氟乙醯胺胺(自WO2012/029672已知)、1-[(2-氯1,3-噻唑-5-基)甲基]-4-側氧基-3-苯基-4H-吡啶並[1,2-a]嘧啶-1-鎓-2-醇鹽(自WO2009/099929已知)、1-[(6-氯吡啶-3-基)甲基]-4-側氧基-3-苯基-4H-吡啶並[1,2-a]嘧啶-1-鎓-2-醇鹽(自WO2009/099929已知)、4-(3-{2,6-二氯4-[(3,3-二氯丙-2-烯-1-基)氧基]苯氧基}丙氧基)-2-甲氧基-6-(三氟甲基)嘧啶(自CN101337940已知)、N-[2-(三級丁基胺甲醯基)-4-氯6-甲基苯基]-1-(3-氯吡啶-2-基)-3-(氟甲氧基)-1H-吡唑-5-甲醯胺(自WO2008/134969已知)、[2-(2,4-二氯苯基)-3-側氧基-4-氧雜螺[4.5]癸-1-烯基]碳酸丁酯(自CN 102060818已 知)、3E)-3-[1-[(6-氯3-吡啶基)甲基]-2-亞吡啶基]-1,1,1-三氟-丙-2-酮(自WO2013/144213已知)、N-(甲基磺醯基)-6-[2-(吡啶-3-基)-1,3-噻唑-5-基]吡啶-2-甲醯胺(自WO2012/000896已知)、N-[3-(苯甲基胺甲醯基)-4-氯苯基]-1-甲基-3-(五氟乙基)-4-(三氟甲基)-1H-吡唑-5-甲醯胺(自WO2010/051926已知)、5-溴-4-氯N-[4-氯2-甲基-6-(甲基胺甲醯基)苯基]-2-(3-氯2-吡啶基)吡唑-3-甲醯胺(自CN103232431已知)。 (28) Ryanodine receptor effectors, such as diamines, such as chlorantraniliprole, cyantraniliprole, and flubendiamide, more active compounds, Such as amodoflumet, afoxolaner, azadirachtin, benclothiaz, benzoximate, bifenazate, broflanilide, new kill Bromopropylate, chinomethionat, cryolite, cyclaniliprole, cycloxaprid, cyhalodiamide, dikmirotez (dicloromezotiaz), dicofol, diflovidazin, flometoquin, fludazaindolizine, fluensulfone, flufenerim, fluoride Flufenoxystrobin, flufiprole, fluhexafon, floopyram, flulalaner, fluxametamide, furans Fufenozide, guadipyr, heptafluthrin, chlorine Iridium (imidaclothiz), iprodione, lotilaner, meperfluthrin, paichongding, pyflubumide, pyridalyl, Pyrifluquinazon, pyramidamine (strobin), sarolaner, tetramethylfluthrin, tetraniliprole, tetrachlorantraniliprole, Tioxazafen, Thiofluoximate, triflumezopyrim, and methyl iodide; and additionally a formulation based on Bacillus firmus (I-1582, BioNeem, Votivo), and The compound is 1-{2-fluoro-4-methyl-5-[(2,2,2-trifluoroethyl)sulfinyl]phenyl}-3-(trifluoromethyl)-1H -1,2,4-triazole-5-amine (known from WO2006/043635), {1'-[(2E)-3-(4-chlorophenyl)prop-2-en-1-yl] 5-5-fluorospiro[吲哚-3,4'-piperidine]-1(2H)-yl}(2-chloropyridin-4-yl)methanone (known from WO2003/106457), 2-chloro N -[2-{1-[(2E)-3-(4-chlorophenyl)prop-2-en-1-yl]piperidin-4-yl}-4-(trifluoromethyl)phenyl] Isonicotinium amide (known from WO2006/003494), 3-(2,5-dimethylphenyl)-4-hydroxy-8-methoxy-1,8-diazaspiro[4.5]癸3-en-2-one (known from WO 2009/049851), 3-(2,5-dimethylphenyl)-8-methoxy-2-oxo-1,8-dinitrocarbonate Heterospo [4.5] indol-3-en-4-yl-ethyl ester (known from WO2009/049851), 4-(but-2-yn-1-yloxy)-6-(3,5-dimethyl Isopiperidin-1-yl)-5-fluoropyrimidine (known from WO2004/099160), 4-(but-2-yn-1-yloxy)-6-(3-chlorophenyl)pyrimidine (from WO2003 /076415 is known), PF1364 ( CAS accession number 1204776-60-2 is known), 2-[2-({[3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazol-5-yl]carbonyl}amino) Methyl 5-methyl 3-methylbenzimidyl]-2-methylindolecarboxylate (known from WO2005/085216), 2-[2-({[3-bromo-1-(3-) Methyl chloropyridin-2-yl)-1H-pyrazol-5-yl]carbonyl}amino)-5-cyano-3-methylbenzylidene]-2-ethylindolecarboxylate (from WO2005 /085216 is known), 2-[2-({[3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazol-5-yl]carbonyl}amino)-5-cyano Methyl 3-methylbenzimidyl]-2-methylindolecarboxylate (known from WO2005/085216), 2-[3,5-dibromo-2-({[3-bromo-1-) Methyl (3-chloropyridin-2-yl)-1H-pyrazol-5-yl]carbonyl}amino)benzimidyl]-2-ethylindolecarboxylate (known from WO2005/085216), N -[2-(5-Amino-1,3,4-thiadiazol-2-yl)-4-chloro-6-methylphenyl]-3-bromo-1-(3-chloropyridine-2- -1H-pyrazole-5-formamide (known from CN102057925), 4-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-di Hydrogen-1,2- Zyridin-3-yl]-2-methyl-N-(1-oxanyl oxa oxime -3-yl)benzamide (known from WO 2009/080250), N-[(2E)- 1-[(6-chloropyridin-3-yl)methyl]pyridin-2(1H)- and]-2,2,2-trifluoroacetamidamine (known from WO2012/029672), 1- [(2-Chloro1,3-thiazol-5-yl)methyl]-4-oxo-3-phenyl-4H-pyrido[1,2-a]pyrimidin-1-indole-2-ol Salt (known from WO2009/099929), 1-[(6-chloropyridin-3-yl)methyl]-4-oxo-3-phenyl-4H-pyrido[1,2-a]pyrimidine 1-non-2-alkoxide (known from WO2009/099929), 4-(3-{2,6-dichloro4-[(3,3-dichloroprop-2-en-1-yl)) Oxy]phenoxy}propoxy)-2-methoxy-6-(trifluoromethyl)pyrimidine (known from CN101337940), N-[2-(tri-butylaminemethylmercapto)- 4-Chloro 6-methylphenyl]-1-(3-chloropyridin-2-yl)-3-(fluoromethoxy)-1H-pyrazole-5-carboxamide (known from WO 2008/134969 , [2-(2,4-Dichlorophenyl)-3-oxo-4-oxaspiro[4.5]dec-1-enyl]butyl carbonate (known from CN 102060818), 3E) -3-[1-[(6-Chloro-3-pyridyl)methyl]-2-pyridinyl]-1,1,1-trifluoro-propan-2-one (known from WO 2013/144213), N-(methylsulfonyl)-6-[2-(pyridin-3-yl)-1,3-thiazol-5-yl]pyridine-2-methyl Amine (known from WO2012/000896), N-[3-(benzylaminocarbamimidyl)-4-chlorophenyl]-1-methyl-3-(pentafluoroethyl)-4-(three Fluoromethyl)-1H-pyrazole-5-formamide (known from WO2010/051926), 5-bromo-4-chloro N-[4-chloro-2-methyl-6-(methylamine formazan) Phenyl]-2-(3-chloro-2-pyridyl)pyrazole-3-carboxamide (known from CN103232431).
以彼等通用名稱於本文指定之活性成分為已知且說明於例如除害劑手冊中(16th Ed.,British Crop Protection Council 2012)或可於網路上搜尋(例如http://www.alanwood.net/pesticides)。 The active ingredients specified herein under their generic names are known and described, for example, in the Handbook for Pesticides (16th Ed., British Crop Protection Council 2012) or can be searched online (eg http://www.alanwood. Net/pesticides).
類別(1)至(15)的所有指明之殺真菌混合夥伴若彼等的官能基容許時可視需要與適當鹼或酸形成鹽。類別(1)至(15)的所有指明之混合夥伴在適合時包括互變異構物形式。 All of the indicated fungicidal mixing partners of classes (1) to (15) may form salts with suitable bases or acids if desired, if desired. All indicated mixing partners of categories (1) to (15) include tautomeric forms where appropriate.
1)麥角固醇生物合成抑制劑,例如(1.01)艾狄莫(aldimorph)、(1.02)阿克唑(azaconazole)、(1.03)拜坦諾(bitertanol)、(1.04)布康唑(bromuconazole)、(1.05)西普康唑(cyproconazole)、(1.06)二氯丁唑(diclobutrazole)、(1.07)地吩康唑(difenoconazole)、(1.08)地康唑(diniconazole)、(1.09)地康唑-M(diniconazole-M)、(1.10)得莫(dodemorph)、(1.11)得莫乙酸鹽(dodemorph acetate)、(1.12)環氧克唑(epoxiconazole)、(1.13)抑達唑(etaconzole)、(1.14)芬利莫(fenarimol)、(1.15)芬康唑(fenbuconazole)、(1.16)吩醯胺(fenhexamide)、(1.17)芬普定(fenpropidin)、(1.18)芬普福(fenpropimorph)、(1.19)伏克康唑(fluquinconazole)、(1.20)伏米得(flurpr醯亞胺基1))、(1.21)護矽得(flusilazole)、(1.22)護汰芬(flutriafol)、(1.23)伏康唑(furconazole)、(1.24)順式伏康唑 (furconazole-cis)、(1.25)赫康唑(hexaconazole)、(1.26)依滅列(imazalil)、(1.27)依滅列硫酸鹽(imazalil sulphate)、(1.28)抑本康唑(imibenconazole)、(1.29)抑普康唑(ipconazole)、(1.30)滅康唑(metconazole)、(1.31)麥克坦尼(myclobutanil)、(1.32)納得吩(naftifin)、(1.33)紐莫(nuarimol)、(1.34)惡康唑(oxpoconazole)、(1.35)巴克素(paclobutrazole)、(1.36)比菲唑(pefurazoate)、(1.37)本康唑(penconazole)、(1.38)哌布靈(piperalin)、(1.39)撲克樂(prochloraz)、(1.40)普克利(propiconazole)、(1.41)普賽康唑(prothioconazole)、(1.42)必達克(pyributicarb)、(1.43)比芬斯(pyrifenox)、(1.44)克康唑(quinconazole)、(1.45)辛康唑(simeconazole)、(1.46)賜必安(spiroxamine)、(1.47)得克利(tebuconazole)、(1.48)特本吩(terbinafin)、(1.49)特康唑(tetraconazole)、(1.50)三泰芬(triadimefon)、(1.51)三泰隆(triadimenol)、(1.52)賽得莫(tridemorph)、(1.53)三伏唑(triflumizol)、(1.54)賽福寧(triforine)、(1.55)三狄康唑(triticonazole)、(1.56)優康唑(uniconazole)、(1.57)優康唑-p(uniconazol-p)、(1.58)芬克唑(viniconazole)、(1.59)福康唑(voriconazole)、(1.60)1-(4-氯苯基)-2-(1H-1,2,4-三唑-1-基)環庚醇、(1.61)1-(2,2-二甲基-2,3-二氫-1H-茚-1-基)-1H-咪唑-5-羧酸甲酯、(1.62)N'-{5-(二氟甲基)-2-甲基-4-[3-(三甲基矽基)丙氧基]苯基}-N-乙基-N-甲基醯亞胺基甲醯胺、(1.63)N-乙基-N-甲基-N'-{2-甲基-5-(三氟甲基)-4-[3-(三甲基矽基)丙氧基]苯基}醯亞胺基甲醯胺、(1.64)O-[1-(4-甲氧基苯氧基)-3,3-二甲基丁-2-基]1H-咪唑-1-硫代甲酸酯、(1.65)派異唑(Pyrisoxazole)、(1.66)2-{[3-(2-氯苯基)-2-(2,4-二氟苯基))環氧乙烷-2-基]甲基}-2,4-二氫-3H-1,2,4-三唑-3-硫酮、(1.67)硫代氰酸1-{[3-(2-氯苯基)-2-(2,4-二氟苯基))環氧乙烷-2-基]甲基}-1H-1,2,4-三唑-5-酯、(1.68)5-(烯丙基硫烷基)-1-{[3-(2-氯苯基)-2-(2,4-二氟苯基))環氧乙烷-2-基]甲基}-1H-1,2,4-三唑、(1.69)2-[1-(2,4-二氯苯基)-5-羥基-2,6,6-三甲基庚-4- 基]-2,4-二氫-3H-1,2,4-三唑-3-硫酮、(1.70)2-{[rel(2R,3S)-3-(2-氯苯基)-2-(2,4-二氟苯基))環氧乙烷-2-基]甲基}-2,4-二氫-3H-1,2,4-三唑-3-硫酮、(1.71)2-{[rel(2R,3R)-3-(2-氯苯基)-2-(2,4-二氟苯基))環氧乙烷-2-基]甲基}-2,4-二氫-3H-1,2,4-三唑-3-硫酮、(1.72)硫代氰酸1-{[rel(2R,3S)-3-(2-氯苯基)-2-(2,4-二氟苯基))環氧乙烷-2-基]甲基}-1H-1,2,4-三唑-5-酯、(1.73)硫代氰酸1-{[rel(2R,3R)-3-(2-氯苯基)-2-(2,4-二氟苯基))環氧乙烷-2-基]甲基}-1H-1,2,4-三唑-5-酯、(1.74)5-(-烯丙基硫烷基)-1-{[rel(2R,3S)-3-(2-氯苯基)-2-(2,4-二氟苯基))環氧乙烷-2-基]甲基}-1H-1,2,4-三唑、(1.75)5-(-烯丙基硫烷基)-1-{[rel(2R,3R)-3-(2-氯苯基)-2-(2,4-二氟苯基))環氧乙烷-2-基]甲基}-1H-1,2,4-三唑、(1.76)2-[(2S,4S,5S)-1-(2,4-二氯苯基)-5-羥基-2,6,6-三甲基庚-4-基]-2,4-二氫-3H-1,2,4-三唑-3-硫酮、(1.77)2-[(2R,4S,5S)-1-(2,4-二氯苯基)-5-羥基-2,6,6-三甲基庚-4-基]-2,4-二氫-3H-1,2,4-三唑-3-硫酮、(1.78)2-[(2R,4R,5R)-1-(2,4-二氯苯基)-5-羥基-2,6,6-三甲基庚-4-基]-2,4-二氫-3H-1,2,4-三唑-3-硫酮、(1.79)2-[(2S,4R,5R)-1-(2,4-二氯苯基)-5-羥基-2,6,6-三甲基庚-4-基]-2,4-二氫-3H-1,2,4-三唑-3-硫酮、(1.80)2-[(2S,4S,5R)-1-(2,4-二氯苯基)-5-羥基-2,6,6-三甲基庚-4-基]-2,4-二氫-3H-1,2,4-三唑-3-硫酮、(1.81)2-[(2R,4S,5R)-1-(2,4-二氯苯基)-5-羥基-2,6,6-三甲基庚-4-基]-2,4-二氫-3H-1,2,4-三唑-3-硫酮、(1.82)2-[(2R,4R,5S)-1-(2,4-二氯苯基)-5-羥基-2,6,6-三甲基庚-4-基]-2,4-二氫-3H-1,2,4-三唑-3-硫酮、(1.83)2-[(2S,4R,5S)-1-(2,4-二氯苯基)-5-羥基-2,6,6-三甲基庚-4-基]-2,4-二氫-3H-1,2,4-三唑-3-硫酮、(1.84)2-[4-(4-氯苯氧基)-2-(三氟甲基)苯基]-1-(1H-1,2,4-三唑-1-基)丙-2-醇、(1.85)2-[4-(4-氯苯氧基)-2-(三氟甲基)苯基]-1-(1H-1,2,4-三唑-1-基)丁-2-醇、(1.86)2-[4-(4-氯苯氧基)-2-(三氟甲基)苯基]-1-(1H-1,2,4-三唑-1-基)戊-2-醇、(1.87)2-[2-氯4-(4-氯苯氧基)苯基]-1-(1H-1,2,4-三唑-1-基)丁-2-醇、(1.88) 2-[2-氯4-(2,4-二氯苯氧基)苯基]-1-(1H-1,2,4-三唑-1-基)丙-2-醇、(1.89)(2R)-2-(1-氯環丙基)-4-[(1R)-2,2-二氯環丙基]-1-(1H-1,2,4-三唑-1-基)丁-2-醇、(1.90)(2R)-2-(1-氯環丙基)-4-[(1S)-2,2-二氯環丙基]-1-(1H-1,2,4-三唑-1-基)丁-2-醇、(1.91)(2S)-2-(1-氯環丙基)-4-[(1S)-2,2-二氯環丙基]-1-(1H-1,2,4-三唑-1-基)丁-2-醇、(1.92)(2S)-2-(1-氯環丙基)-4-[(1R)-2,2-二氯環丙基]-1-(1H-1,2,4-三唑-1-基)丁-2-醇、(1.93)(1S,2R,5R)-5-(4-氯苯甲基)-2-(氯甲基)-2-甲基-1-(1H-1,2,4-三唑-1-甲基)環戊醇、(1.94)(1R,2S,5S)-5-(4-氯苯甲基)-2-(氯甲基)-2-甲基-1-(1H-1,2,4-三唑-1-yl甲基)環戊醇、(1.95)5-(4-氯苯甲基)-2-(氯甲基)-2-甲基-1-(1H-1,2,4-三唑-1-甲基)環戊醇。 1) ergosterol biosynthesis inhibitors, such as (1.01) aldimorph, (1.02) azaconazole, (1.03) bitertanol, (1.04) butoconazole (bromuconazole) ), (1.05) cyproconazole, (1.06) diclobutrazole, (1.07) difenoconazole, (1.08) diconazole, (1.09) dikang azole-M (diniconazole-M), (1.10) dodemorph, (1.11) dodemorph acetate, (1.12) epoxiconazole, (1.13) statazole (etaconzole) (1.14) fenarimol, (1.15) fenbuconazole, (1.16) fenhexamide, (1.17) fenpropidin, (1.18) fenpropimorph (1.19) fluquinconazole, (1.20) voltamide (flurpr醯 imine 1)), (1.21) flusilazole, (1.22) flutriafol, (1.23) ) furconazole, (1.24) fluconazole-cis, (1.25) hexaconazole, (1.26) imazalil, (1.27) thiosulfate (imazalil sulphate), (1.28) imibenconazole, (1.29) Iconconazole, (1.30) metconazole, (1.31) myclobutanil, (1.32) naftifin, (1.33) nuarimol, (1.34) Oxpoconazole, (1.35) paclobutrazole, (1.36) pefurazoate, (1.37) penconazole, (1.38) piperalin, (1.39) poker ( Prochloraz), (1.40) propiconazole, (1.41) prothioconazole, (1.42) pyributicarb, (1.43) pyrifenox, (1.44) konconazole ), (1.45) simeconazole, (1.46) spiroxamine, (1.47) tebuconazole, (1.48) terbinafin, (1.49) tetraconazole , (1.50) triadimefon, (1.51) triadimenol, (1.52) tridemorph, (1.53) triflumizol, (1.54) triforine, ( 1.55) triticonazole, (1.56) uniconazole, (1.57) euconazole-p (uniconazol-p), (1.58) viniconazole, (1.59) fuconazole (voriconazole), (1.60) 1-(4-chlorophenyl)-2-(1H-1,2 , 4-triazol-1-yl)cycloheptanol, (1.61) 1-(2,2-dimethyl-2,3-dihydro-1H-indol-1-yl)-1H-imidazole-5- Methyl carboxylate, (1.62) N'-{5-(difluoromethyl)-2-methyl-4-[3-(trimethylsulfonyl)propoxy]phenyl}-N-ethyl -N-methyl oximinecarbamidine, (1.63) N-ethyl-N-methyl-N'-{2-methyl-5-(trifluoromethyl)-4-[3-( Trimethyl indenyl)propoxy]phenyl}indenimidocarboxamide, (1.64) O-[1-(4-methoxyphenoxy)-3,3-dimethylbutane-2 -yl]1H-imidazole-1-thioformate, (1.65) derivative Pyrosoxazole, (1.66) 2-{[3-(2-chlorophenyl)-2-(2,4-difluorophenyl))oxiran-2-yl]methyl}-2, 4-Dihydro-3H-1,2,4-triazole-3-thione, (1.67) 1-{[3-(2-chlorophenyl)-2-(2,4-di) Fluorophenyl))oxiran-2-yl]methyl}-1H-1,2,4-triazole-5-ester, (1.68) 5-(allylsulfanyl)-1-{ [3-(2-Chlorophenyl)-2-(2,4-difluorophenyl))oxiran-2-yl]methyl}-1H-1,2,4-triazole, (1.69 2-[1-(2,4-Dichlorophenyl)-5-hydroxy-2,6,6-trimethylhept-4-yl]-2,4-dihydro-3H-1,2, 4-triazole-3-thione, (1.70) 2-{[rel(2R,3S)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)) epoxy B Alkan-2-yl]methyl}-2,4-dihydro-3H-1,2,4-triazole-3-thione, (1.71)2-{[rel(2R,3R)-3-( 2-chlorophenyl)-2-(2,4-difluorophenyl))oxiran-2-yl]methyl}-2,4-dihydro-3H-1,2,4-triazole 3-thione, (1.72) 1-{[rel(2R,3S)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl)) epoxy thiocyanate Alk-2-yl]methyl}-1H-1,2,4-triazole-5-ester, (1.73) 1-{[rel(2R,3R)-3-(2-chlorobenzene) 2-(2,4-difluorophenyl))oxiran-2-yl]methyl}-1H-1,2,4-triazole-5-ester, (1.74) 5-( -allylsulfanyl)-1-{[rel(2R,3S)-3-(2- Phenyl)-2-(2,4-difluorophenyl))oxiran-2-yl]methyl}-1H-1,2,4-triazole, (1.75) 5-(-allyl -ylthioalkyl)-1-{[rel(2R,3R)-3-(2-chlorophenyl)-2-(2,4-difluorophenyl))oxiran-2-yl]- }}-1H-1,2,4-triazole, (1.76)2-[(2S,4S,5S)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6 -trimethylhept-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thione, (1.77)2-[(2R,4S,5S)-1- (2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylhept-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3 -thione, (1.78) 2-[(2R,4R,5R)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylheptan-4-yl] -2,4-dihydro-3H-1,2,4-triazole-3-thione, (1.79)2-[(2S,4R,5R)-1-(2,4-dichlorophenyl) -5-hydroxy-2,6,6-trimethylhept-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thione, (1.80)2-[ (2S,4S,5R)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylhept-4-yl]-2,4-dihydro-3H- 1,2,4-triazole-3-thione, (1.81) 2-[(2R,4S,5R)-1-(2,4-dichlorophenyl)-5-hydroxy-2,6,6 -trimethylhept-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3-thione, (1.82)2-[(2R,4R,5S)-1- (2,4-dichlorophenyl)-5-hydroxy-2,6,6-trimethylhept-4-yl]-2,4-dihydro-3H-1,2,4-triazole-3 -thione (1.83) 2-[(2S,4R,5S)-1-(2,4-Dichlorophenyl)-5-hydroxy-2,6,6-trimethylhept-4-yl]-2,4 -Dihydro-3H-1,2,4-triazole-3-thione, (1.84) 2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl]-1 -(1H-1,2,4-triazol-1-yl)propan-2-ol, (1.85) 2-[4-(4-chlorophenoxy)-2-(trifluoromethyl)phenyl ]-1-(1H-1,2,4-triazol-1-yl)butan-2-ol, (1.86) 2-[4-(4-chlorophenoxy)-2-(trifluoromethyl) Phenyl]-1-(1H-1,2,4-triazol-1-yl)pentan-2-ol, (1.87) 2-[2-chloro-4-(4-chlorophenoxy)phenyl ]-1-(1H-1,2,4-triazol-1-yl)butan-2-ol, (1.88) 2-[2-chloro-4-(2,4-dichlorophenoxy)phenyl ]-1-(1H-1,2,4-triazol-1-yl)propan-2-ol, (1.89)(2R)-2-(1-chlorocyclopropyl)-4-[(1R) -2,2-dichlorocyclopropyl]-1-(1H-1,2,4-triazol-1-yl)butan-2-ol, (1.90)(2R)-2-(1-chlorocyclohexane Propyl)-4-[(1S)-2,2-dichlorocyclopropyl]-1-(1H-1,2,4-triazol-1-yl)butan-2-ol, (1.91) ( 2S)-2-(1-chlorocyclopropyl)-4-[(1S)-2,2-dichlorocyclopropyl]-1-(1H-1,2,4-triazol-1-yl) Butan-2-ol, (1.92) (2S)-2-(1-chlorocyclopropyl)-4-[(1R)-2,2-dichlorocyclopropyl]-1-(1H-1,2 ,4-triazol-1-yl)butan-2-ol, (1.93)(1S,2R,5R)-5-(4-chlorobenzyl)-2-(chloromethyl)-2-methyl -1-(1H-1,2,4-three Oxazole-1-methyl)cyclopentanol, (1.94)(1R,2S,5S)-5-(4-chlorobenzyl)-2-(chloromethyl)-2-methyl-1-(1H -1,2,4-triazole-1-ylmethyl)cyclopentanol, (1.95) 5-(4-chlorobenzyl)-2-(chloromethyl)-2-methyl-1-( 1H-1,2,4-triazole-1-methyl)cyclopentanol.
2)在複合物I或II上的呼吸鏈抑制劑,例如(2.01)必賽吩(bixafen)、(2.02)保卡利(boscalid)、(2.03)卡布辛(carboxin)、(2.04)地伏滅靈(diflumetorim)、(2.05)芬伏爛(fenfuram)、(2.06)護派楠(fluopyram)、(2.07)護坦尼(flutolanil)、(2.08)護賽保(fluxapyroxad)、(2.09)福滅普(furametpyr)、(2.10)福滅克(furmecyclox)、(2.11)抑本散(isopyrazam)(順-差向異構體消旋物1RS,4SR,9RS與反-差向異構體消旋物1RS,4SR,9SR之混合物)、(2.12)抑本散(反-差向異構體消旋物1RS,4SR,9SR)、(2.13)抑本散(反-差向異構體鏡像異構物1R,4S,9S)、(2.14)抑本散(反-差向異構體鏡像異構物1S,4R,9R)、(2.15)抑本散(順-差向異構體鏡像異構物1RS,4SR,9RS)、(2.16)抑本散(順-差向異構體鏡像異構物1R,4S,9R)、(2.17)抑本散(順-差向異構體鏡像異構物1S,4R,9S)、(2.18)米普尼(mepronil)、(2.19)嘉得信(oxycarboxin)、(2.20)本福吩(penflufen)、(2.21)本賽能(penthiopyrad)、(2.22)速達散(sedaxane)、(2.23)地伏醯胺(thifluzamide)、(2.24)1-甲基-N-[2-(1,1,2,2-四氟乙氧基)苯基]-3-(三氟甲基)-1H-吡唑-4-甲醯胺、(2.25)3-(二氟甲基)-1-甲基-N-[2-(1,1,2,2-四氟乙氧基)苯基]-1H-吡唑-4-甲醯胺、(2.26)3-(二氟甲基)-N-[4-氟-2-(1,1,2,3,3,3-六氟丙 氧基)苯基]-1-甲基-1H-吡唑-4-甲醯胺、(2.27)N-[1-(2,4-二氯苯基)-1-甲氧基丙-2-基]-3-(二氟甲基)-1-甲基-1H-吡唑-4-甲醯胺、(2.28)5,8-二氟-N-[2-(2-氟-4-{[4-(三氟甲基)吡啶-2-基]氧基}苯基)乙基]喹唑啉-4-胺、(2.29)苯丙烯氟菌唑(benzovindiflupyr)、(2.30)N-[(1S,4R)-9-(二氯亞甲基)-1,2,3,4-四氫-1,4-甲橋萘-5-基]-3-(二氟甲基)-1-甲基-1H-吡唑-4-甲醯胺,(2.31)N-[(1R,4S)-9-(二氯亞甲基)-1,2,3,4-四氫-1,4-甲橋萘-5-基]-3-(二氟甲基)-1-甲基-1H-吡唑-4-甲醯胺、(2.32)3-(二氟甲基)-1-甲基-N-(1,1,3-三甲基-2,3-二氫-1H-茚-4-基)-1H-吡唑-4-甲醯胺、(2.33)1,3,5-三甲基-N-(1,1,3-三甲基-2,3-二氫-1H-茚-4-基)-1H-吡唑-4-甲醯胺、(2.34)1-甲基-3-(三氟甲基)-N-(1,1,3-三甲基-2,3-二氫-1H-茚-4-基)-1H-吡唑-4-甲醯胺、(2.35)1-甲基-3-(三氟甲基)-N-[(3R)-1,1,3-三甲基-2,3-二氫-1H-茚-4-基]-1H-吡唑-4-甲醯胺、(2.36)1-甲基-3-(三氟甲基)-N-[(3S)-1,1,3-三甲基-2,3-二氫-1H-茚-4-基]-1H-吡唑-4-甲醯胺、(2.37)3-(二氟甲基)-1-甲基-N-[(3S)-1,1,3-三甲基-2,3-二氫-1H-茚-4-基]-1H-吡唑-4-甲醯胺、(2.38)3-(二氟甲基)-1-甲基-N-[(3R)-1,1,3-三甲基-2,3-二氫-1H-茚-4-基]-1H-吡唑-4-甲醯胺、(2.39)1,3,5-三甲基-N-[(3R)-1,1,3-三甲基-2,3-二氫-1H-茚-4-基]-1H-吡唑-4-甲醯胺、(2.40)1,3,5-三甲基-N-[(3S)-1,1,3-三甲基-2,3-二氫-1H-茚-4-基]-1H-吡唑-4-甲醯胺、(2.41)麥鏽靈(benodanil)、(2.42)2-氯N-(1,1,3-三甲基-2,3-二氫-1H-茚-4-基)吡啶-3-甲醯胺、(2.43)艾索非他滅(Isofetamid)、(2.44)1-甲基-3-(三氟甲基)-N-[2'-(三氟甲基)聯苯基-2-基]-1H-吡唑-4-甲醯胺、(2.45)N-(4'-氯聯苯基-2-基)-3-(二氟甲基)-1-甲基-1H-吡唑-4-甲醯胺、(2.46)N-(2',4'-二氯聯苯基-2-基)-3-(二氟甲基)-1-甲基-1H-吡唑-4-甲醯胺、(2.47)3-(二氟甲基)-1-甲基-N-[4'-(三氟甲基)聯苯基-2-基]-1H-吡唑-4-甲醯胺、(2.48)N-(2',5'-二氟聯苯基-2-基)-1-甲基-3-(三氟甲基)-1H-吡唑-4-甲醯胺、(2.49)3-(二氟甲基)-1-甲基-[4'-(丙-1-炔-1-基)聯苯基-2-基]-1H-吡唑 -4-甲醯胺、(2.50)5-氟-1,3-二甲基-N-[4'-(丙-1-炔-1-基)聯苯基-2-基]-1H-吡唑-4-甲醯胺、(2.51)2-氯N-[4'-(丙-1-炔-1-基)聯苯基-2-基]菸鹼醯胺、(2.52)3-(二氟甲基)-N-[4'-(3,3-二甲基丁-1-炔-1-基)聯苯基-2-基]-1-甲基-1H-吡唑-4-甲醯胺、(2.53)N-[4'-(3,3-二甲基丁-1-炔-1-基)聯苯基-2-基]-5-氟-1,3-二甲基-1H-吡唑-4-甲醯胺、(2.54)3-(二氟甲基)-N-(4'-乙炔基聯苯基-2-基)-1-甲基-1H-吡唑-4-甲醯胺、(2.55)N-(4'-乙炔基聯苯基-2-基)-5-氟-1,3-二甲基-1H-吡唑-4-甲醯胺、(2.56)2-氯N-(4'-乙炔基聯苯基-2-基)菸鹼醯胺、(2.57)2-氯N-[4'-(3,3-二甲基丁-1-炔-1-基)聯苯基-2-基]菸鹼醯胺、(2.58)4-(二氟甲基)-2-甲基-N-[4'-(三氟甲基)聯苯基-2-基]-1,3--噻唑-5-甲醯胺、(2.59)5-氟-N-[4'-(3-羥基-3-甲基丁-1-炔-1-基)聯苯基-2-基]-1,3-二甲基-1H-吡唑-4-甲醯胺、(2.60)2-氯N-[4'-(3-羥基-3-甲基丁-1-炔-1-基)聯苯基-2-基]菸鹼醯胺、(2.61)3-(二氟甲基)-N-[4'-(3-甲氧基-3-甲基丁-1-炔-1-基)聯苯基-2-基]-1-甲基-1H-吡唑-4-甲醯胺、(2.62)5-氟-N-[4'-(3-甲氧基-3-甲基丁-1-炔-1-基)聯苯基-2-基]-1,3-二甲基-1H-吡唑-4-甲醯胺、(2.63)2-氯N-[4'-(3-甲氧基-3-甲基丁-1-炔-1-基)聯苯基-2-基]菸鹼醯胺、(2.64)1,3-二甲基-N-(1,1,3-三甲基-2,3-二氫-1H-茚-4-基)-1H-吡唑-4-甲醯胺、(2.65)1,3-二甲基-N-[(3R)-1,1,3-三甲基-2,3-二氫-1H-茚-4-基]-1H-吡唑-4-甲醯胺、(2.66)1,3-二甲基-N-[(3S)-1,1,3-三甲基-2,3-二氫-1H-茚-4-基]-1H-吡唑-4-甲醯胺、(2.67)3-(二氟甲基)-N-甲氧基-1-甲基-N-[l-(2,4,6-tri氯苯基)丙-2-基]-1H-吡唑-4-甲醯胺、(2.68)3-(二氟甲基)-N-(7-氟-1,1,3-三甲基-2,3-二氫-1H-茚-4-基)-1-甲基-1H-吡唑-4-甲醯胺、(2.69)3-(二氟甲基)-N-[(3R)-7-氟-1,1,3-三甲基-2,3-二氫-1H-茚-4-基]-1-甲基-1H-吡唑-4-甲醯胺、(2.70)3-(二氟甲基)-N-[(3S)-7-氟-1,1,3-三甲基-2,3-二氫-1H-茚-4-基]-1-甲基-1H-吡唑-4-甲醯胺。 2) a respiratory chain inhibitor on complex I or II, such as (2.01) bixafen, (2.02) boscalid, (2.03) carboxin, (2.04) Diflumetorim, (2.05) fenfuram, (2.06) fluopyram, (2.07) flutolanil, (2.08) fluxapyroxad, (2.09) Furametpyr, (2.10) furmecyclox, (2.11) isopyrazam (cis-epimer racemate 1RS, 4SR, 9RS and anti-epimer) Racemate 1RS, 4SR, 9SR mixture), (2.12) Suppression (anti-epimer racemate 1RS, 4SR, 9SR), (2.13) Suppressor (anti-epimer) Mirror image isomers 1R, 4S, 9S), (2.14) Suppressed (anti-epimer mirror isomers 1S, 4R, 9R), (2.15) saponin (cis-epimer) Mirror image isomers 1RS, 4SR, 9RS), (2.16) thiobens (cis-epimer mirror isomers 1R, 4S, 9R), (2.17) saponin (cis-epimer) Mirroring isomers 1S, 4R, 9S), (2.18) mepronil, (2.19) oxycarboxin, (2.20) penflufen, (2.21) penthiopyrad , (2.22) speed scatter (sedaxane), (2.2 3) thifluzamide, (2.24) 1-methyl-N-[2-(1,1,2,2-tetrafluoroethoxy)phenyl]-3-(trifluoromethyl) -1H-pyrazole-4-carboxamide, (2.25) 3-(difluoromethyl)-1-methyl-N-[2-(1,1,2,2-tetrafluoroethoxy)benzene -1H-pyrazole-4-carboxamide, (2.26) 3-(difluoromethyl)-N-[4-fluoro-2-(1,1,2,3,3,3-hexafluoro C Oxy)phenyl]-1-methyl-1H-pyrazole-4-carboxamide, (2.27) N-[1-(2,4-dichlorophenyl)-1-methoxypropane-2 -yl]-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide, (2.28) 5,8-difluoro-N-[2-(2-fluoro-4 -{[4-(Trifluoromethyl)pyridin-2-yl]oxy}phenyl)ethyl]quinazolin-4-amine, (2.29) benzovindiflupyr, (2.30)N -[(1S,4R)-9-(dichloromethylene)-1,2,3,4-tetrahydro-1,4-methylnaphthalen-5-yl]-3-(difluoromethyl) -1-methyl-1H-pyrazole-4-carboxamide, (2.31) N-[(1R,4S)-9-(dichloromethylene)-1,2,3,4-tetrahydro- 1,4-Methylnaphthalen-5-yl]-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxamide, (2.32) 3-(difluoromethyl)- 1-methyl-N-(1,1,3-trimethyl-2,3-dihydro-1H-indol-4-yl)-1H-pyrazole-4-carboxamide, (2.33)1, 3,5-Trimethyl-N-(1,1,3-trimethyl-2,3-dihydro-1H-indol-4-yl)-1H-pyrazole-4-carboxamide, (2.34 1-methyl-3-(trifluoromethyl)-N-(1,1,3-trimethyl-2,3-dihydro-1H-indol-4-yl)-1H-pyrazole-4 -Procarbamide, (2.35) 1-methyl-3-(trifluoromethyl)-N-[(3R)-1,1,3-trimethyl-2,3-dihydro-1H-indole- 4-yl]-1H-pyrazole-4-carboxamide, (2.36) 1-methyl-3-(trifluoromethyl)-N-[(3S)-1,1,3-trimethyl- 2,3-two Hydrogen-1H-indol-4-yl]-1H-pyrazole-4-carboxamide, (2.37) 3-(difluoromethyl)-1-methyl-N-[(3S)-1,1, 3-trimethyl-2,3-dihydro-1H-indol-4-yl]-1H-pyrazole-4-carboxamide, (2.38) 3-(difluoromethyl)-1-methyl- N-[(3R)-1,1,3-Trimethyl-2,3-dihydro-1H-indol-4-yl]-1H-pyrazole-4-carboxamide, (2.39) 1,3 ,5-trimethyl-N-[(3R)-1,1,3-trimethyl-2,3-dihydro-1H-indol-4-yl]-1H-pyrazole-4-carboxamide , (2.40) 1,3,5-trimethyl-N-[(3S)-1,1,3-trimethyl-2,3-dihydro-1H-indol-4-yl]-1H-pyridyl Oxazol-4-carboxamide, (2.41) benodanil, (2.42) 2-chloro N-(1,1,3-trimethyl-2,3-dihydro-1H-indole-4- Pyridyl-3-carboxamide, (2.43) Isofetamid, (2.44) 1-methyl-3-(trifluoromethyl)-N-[2'-(trifluoromethyl) Biphenyl-2-yl]-1H-pyrazole-4-carboxamide, (2.45) N-(4'-chlorobiphenyl-2-yl)-3-(difluoromethyl)-1 -methyl-1H-pyrazole-4-carboxamide, (2.46) N-(2',4'-dichlorobiphenyl-2-yl)-3-(difluoromethyl)-1-methyl -1H-pyrazole-4-carboxamide, (2.47) 3-(difluoromethyl)-1-methyl-N-[4'-(trifluoromethyl)biphenyl-2-yl] -1H-pyrazole-4-carboxamide, (2.48) N-(2',5'-difluorobiphenyl-2-yl)-1-methyl-3-(trifluoromethyl -1H-pyrazole-4-carboxamide, (2.49) 3-(difluoromethyl)-1-methyl-[4'-(prop-1-yn-1-yl)biphenyl-2 -yl]-1H-pyrazole 4-carbamamine, (2.50) 5-fluoro-1,3-dimethyl-N-[4'-(prop-1-yn-1-yl)biphenyl-2-yl]-1H- Pyrazole-4-carbamamine, (2.51) 2-chloro N-[4'-(prop-1-yn-1-yl)biphenyl-2-yl]nicotinium amide, (2.52)3- (difluoromethyl)-N-[4'-(3,3-dimethylbut-1-yn-1-yl)biphenyl-2-yl]-1-methyl-1H-pyrazole- 4-carbamamine, (2.53) N-[4'-(3,3-dimethylbut-1-yn-1-yl)biphenyl-2-yl]-5-fluoro-1,3- Dimethyl-1H-pyrazole-4-carboxamide, (2.54) 3-(difluoromethyl)-N-(4'-ethynylbiphenyl-2-yl)-1-methyl-1H -pyrazole-4-carbamamine, (2.55) N-(4'-ethynylbiphenyl-2-yl)-5-fluoro-1,3-dimethyl-1H-pyrazole-4-methyl Indoleamine, (2.56) 2-chloro N-(4'-ethynylbiphenyl-2-yl)nicotinium amide, (2.57) 2-chloro N-[4'-(3,3-dimethyl But-1-yn-1-yl)biphenyl-2-yl]nicotinium amide, (2.58) 4-(difluoromethyl)-2-methyl-N-[4'-(trifluoromethyl) Biphenyl-2-yl]-1,3-thiazolyl-5-carboxamide, (2.59) 5-fluoro-N-[4'-(3-hydroxy-3-methylbut-1- Alkyn-1-yl)biphenyl-2-yl]-1,3-dimethyl-1H-pyrazole-4-carboxamide, (2.60) 2-chloro N-[4'-(3-hydroxyl -3-methylbut-1-yn-1-yl)biphenyl-2-yl]nicotinium amide, (2.61)3-(difluoromethyl)-N-[4'- (3-methoxy-3-methylbut-1-yn-1-yl)biphenyl-2-yl]-1-methyl-1H-pyrazole-4-carboxamide, (2.62)5 -Fluoro-N-[4'-(3-methoxy-3-methylbut-1-yn-1-yl)biphenyl-2-yl]-1,3-dimethyl-1H-pyridyl Oxazol-4-carboxamide, (2.63) 2-chloro N-[4'-(3-methoxy-3-methylbut-1-yn-1-yl)biphenyl-2-yl] Base amide, (2.64) 1,3-dimethyl-N-(1,1,3-trimethyl-2,3-dihydro-1H-indol-4-yl)-1H-pyrazole-4 -carbamamine, (2.65) 1,3-dimethyl-N-[(3R)-1,1,3-trimethyl-2,3-dihydro-1H-indol-4-yl]-1H -pyrazole-4-carbamamine, (2.66)1,3-1,3-methyl-N-[(3S)-1,1,3-trimethyl-2,3-dihydro-1H-indole-4 -yl]-1H-pyrazole-4-carboxamide, (2.67) 3-(difluoromethyl)-N-methoxy-1-methyl-N-[l-(2,4,6- Trichlorophenyl)propan-2-yl]-1H-pyrazole-4-carboxamide, (2.68) 3-(difluoromethyl)-N-(7-fluoro-1,1,3-trimethyl) Base-2,3-dihydro-1H-indol-4-yl)-1-methyl-1H-pyrazole-4-carboxamide, (2.69) 3-(difluoromethyl)-N-[( 3R)-7-fluoro-1,1,3-trimethyl-2,3-dihydro-1H-indol-4-yl]-1-methyl-1H-pyrazole-4-carboxamide, 2.70) 3-(Difluoromethyl)-N-[(3S)-7-fluoro-1,1,3-trimethyl-2,3-dihydro-1H-indol-4-yl]-1- Methyl-1H-pyrazole-4-carboxamide.
3)在複合物III上的呼吸鏈抑制劑,例如(3.01)辛唑嘧菌胺(ametoctradin)、 (3.02)安美速(amisulbrom)、(3.03)亞托敏(azoxystrobin)、(3.04)賽發滅(cyazofamid)、(3.05)甲香菌酯(coumethoxystrobin)、(3.06)丁香菌酯(coumoxystrobin)、(3.07)醚菌胺(dimoxystrobin)、(3.08)烯肟菌酯(enoxastroburin)、(3.9)芬色丹(famoxadone)、(3.10)芬滅酮(fenamidone)、(3.11)伏芬氧賓(flufenoxystrobin)、(3.12)氟嘧菌酯(fluoxastrobin)、(3.13))克收欣(kresoxim-methyl)、(3.14)苯氧菌胺(metominostrobin)、(3.15)肟醚菌胺(orysastrobin)、(3.16)啶氧菌酯(picoxystrobin)、(3.17)唑菌胺酯(pyraclostrobin)、(3.18)唑胺菌酯(pyrametostrobin)、(3.19)唑菌酯(pyraoxystrobin)、(3.20)吡菌苯威(pyribencarb)、(3.21)三氯比(triclopyricarb)、(3.22)三氟敏(trifloxystrobin)、(3.23)(2E)-2-(2-{[6-(3-氯2-甲基苯氧基)-5-氟嘧啶-4-基]氧基}苯基)-2-(甲氧基亞胺基)-N-甲基乙醯胺胺、(3.24)(2E)-2-(甲氧基亞胺基)-N-甲基-2-(2-{[({(1E)-1-[3-(三氟甲基)苯基]亞乙基}胺基)氧基]甲基}苯基)乙醯胺胺、(3.25)(2E)-2-(甲氧基亞胺基)-N-甲基-2-{2-[(E)-({1-[3-(三氟甲基)苯基]乙氧基}亞胺基)甲基]苯基}乙醯胺胺、(3.26)(2E)-2-{2-[({[(1E)-1-(3-{[(E)-1-氟-2-苯基乙烯基]氧基}苯基)亞乙基]胺基}氧基)甲基]苯基}-2-(甲氧基亞胺基)-N-甲基乙醯胺胺、(3.27)芬胺史托賓(fenaminostrobin)、(3.28)5-甲氧基-2-甲基-4-(2-{[({(1E)-1-[3-(三氟甲基)苯基]亞乙基}胺基)氧基]甲基}苯基)-2,4-二氫-3H-1,2,4-三唑-3-酮、(3.29)(2E)-2-{2-[({環丙基[(4-甲氧基苯基)亞胺基]甲基}硫烷基)甲基]苯基}-3-甲氧基丙烯酸甲酯、(3.30)N-(3-乙基-3,5,5-三甲基環己基)-3-甲醯胺基-2-羥基苯甲醯胺、(3.31)2-{2-[(2,5-二甲基苯氧基)甲基]苯基}-2-甲氧基-N-甲基乙醯胺胺、(3.32)2-{2-[(2,5-二甲基苯氧基)甲基]苯基}-2-甲氧基-N-甲基乙醯胺胺、(3.33)(2E,3Z)-5-{[1-(4-氯苯基)-1H-吡唑-3-基]氧基}-2-(甲氧基亞胺基)-N,3-二甲基戊-3-烯醯胺。 3) a respiratory chain inhibitor on complex III, such as (3.01) ametoctradin, (3.02) amisulbrom, (3.03) azoxystrobin, (3.04) cyazofamid, (3.05) coumethoxystrobin, (3.06) coumoxystrobin, (3.07) dimoxystrobin, (3.08) enoxastroburin, (3.9) famoxadone, (3.10) fenamidone, (3.11) flufenoxystrobin (3.12) Fluoxastrobin, (3.13)) kresoxim-methyl, (3.14) metominostrobin, (3.15) oressastrobin, (3.16) Picoxystrobin, (3.17) pyraclostrobin, (3.18) pyramatetostrobin, (3.19) pyraoxystrobin, (3.20) pyridincarb (pyribencarb) , (3.21) triclopyricarb, (3.22) trifloxystrobin, (3.23) (2E)-2-(2-{[6-(3-chloro-2-methylphenoxy)- 5-fluoropyrimidin-4-yl]oxy}phenyl)-2-(methoxyimino)-N-methylacetamide, (3.24)(2E)-2-(methoxy Amino)-N-methyl-2-(2-{[({(1E)-1-[3-(trifluoromethyl)phenyl]ethyl]amino)amino)oxy]methyl}benzene Ethylamine, (3.25) (2E) -2-(methoxyimino)-N-methyl-2-{2-[(E)-({1-[3-(trifluoromethyl)phenyl]ethoxy]imide) )methyl]phenyl}acetamidamine, (3.26)(2E)-2-{2-[({[(1E)-1-(3-{[(E)-1-fluoro-2-benzene) Vinyl]oxy}phenyl)ethylidene]amino}oxy)methyl]phenyl}-2-(methoxyimino)-N-methylacetamide, (3.27) Fenaminostrobin, (3.28) 5-methoxy-2-methyl-4-(2-{[({(1E)-1-[3-(trifluoromethyl)phenyl)] Ethylene}amino)oxy]methyl}phenyl)-2,4-dihydro-3H-1,2,4-triazol-3-one, (3.29)(2E)-2-{2 -[({cyclopropyl[(4-methoxyphenyl)imino]methyl}sulfanyl)methyl]phenyl}-3-methoxyethyl acrylate, (3.30) N-( 3-ethyl-3,5,5-trimethylcyclohexyl)-3-carboxamido-2-hydroxybenzamide, (3.31) 2-{2-[(2,5-dimethyl) Phenoxy)methyl]phenyl}-2-methoxy-N-methylacetamide, (3.32) 2-{2-[(2,5-dimethylphenoxy)methyl] Phenyl}-2-methoxy-N-methylacetamide, (3.33) (2E, 3Z)-5-{[1-(4-chlorophenyl)-1H-pyrazol-3-yl ]oxy}-2-(methoxyimino)-N,3-dimethylpent-3-enylamine.
4)有絲分裂與細胞分化抑制劑,例如(4.01)免賴德(benomyl)、(4.02)卡苯 辛(carbendazim)、(4.03)氯吩唑(chlorfenazole)、(4.04)地吩卡(diethofencarb)、(4.05)噻唑菌胺(ethaboxam)、(4.06)氟吡菌胺(fluopicolide)、(4.07)伏塔唑(fuberidazole)、(4.08)賓克隆(pencycuron)、(4.09)腐絕(thiabendazole)、(4.10)甲基多保淨(thiophanate-methyl)、(4.11)多保淨(thiophanate)、(4.12)索醯胺(zoxamide)、(4.13)5-氯7-(4-甲基哌啶-1-基)-6-(2,4,6-三氟苯基)[1,2,4]三唑并[1,5-a]嘧啶、(4.14)3-氯5-(6-氯吡啶-3-基)-6-甲基-4-(2,4,6-三氟苯基)嗒。 4) Mitosis and cell differentiation inhibitors, for example, (4.01) benomyl, (4.02) carbendazim, (4.03) chlorfenazole, (4.04) diehofencarb, (4.05) ethaboxam, (4.06) fluopicolide, (4.07) fuberidazole, (4.08) pencycuron, (4.09) thiabendazole, ( 4.10) thiophanate-methyl, (4.11) thiophanate, (4.12) zoxamide, (4.13) 5-chloro-7-(4-methylpiperidine-1 -yl)-6-(2,4,6-trifluorophenyl)[1,2,4]triazolo[1,5-a]pyrimidine, (4.14) 3-chloro-5-(6-chloropyridine -3-yl)-6-methyl-4-(2,4,6-trifluorophenyl)anthracene .
5)能夠具有多重位置作用之化合物,例如(5.01)波爾多(Bordeaux)混合物、(5.02)四氯丹(captafol)、(5.03)蓋普丹(captan)、(5.04)四氯異苯腈(chlorothalonil)、(5.05)氫氧化銅、(5.06)萘甲酸銅、(5.07)氧化銅、(5.08)氯氧化銅、(5.09)硫酸銅(+2)、(5.10)益發靈(dichlofluanid)、(5.11)腈硫醌(dithianon)、(5.12)多寧(dodine)、(5.13)多寧游離鹼、(5.14)富爾邦(ferbam)、(5.15)護福爾培(fluorofolpet)、(5.16)福爾培(folpet)、(5.17)免熱淨(guazatine)、(5.18)免熱淨乙酸鹽、(5.19)抑克定(iminoctadine)、(5.20)抑克定苯烷磺酸鹽(iminoctadine albesilate)、(5.21)抑克定三乙酸鹽、(5.22)錳銅(mancopper)、(5.23)錳粉克(mancozeb)、(5.24)錳乃浦(maneb)、(5.25)滅得賴(metiram)、(5.26)滅得賴鋅鹽、(5.27)快得寧(oxine-copper)、(5.28)丙氧苯脒(propamidine)、(5.29)甲基鋅乃浦(propineb)、(5.30)硫與硫製劑,包括多硫化鈣、(5.31)得恩地(thiram)、(5.32)特伏奈(tolylfluanid)、(5.33)鋅乃浦(zineb)、(5.34)益穗(ziram)、(5.35)敵菌靈(anilazine)。 5) Compounds capable of multiple positions, such as (5.01) Bordeaux mixture, (5.02) captafol, (5.03) captan, (5.04) tetrachloroisophthalonitrile (chlorothalonil) ), (5.05) copper hydroxide, (5.06) copper naphthoate, (5.07) copper oxide, (5.08) copper oxychloride, (5.09) copper sulfate (+2), (5.10) diphlofluanid, (5.11) ) dithianon, (5.12) dodine, (5.13) tannin free base, (5.14) ferbam, (5.15) fluorofolpet, (5.16) Folpet, (5.17) guazatine, (5.18) heat-free net acetate, (5.19) iminoctadine, (5.20) iminoctadine albesilate (5.21) yokedine triacetate, (5.22) manganese copper (mancopper), (5.23) manganese powder gram (mancozeb), (5.24) manganese iripy (maneb), (5.25) ruthenium (metiram), (5.26) Zinc sulphate, (5.27) oxine-copper, (5.28) propamidine, (5.29) methyl zinc propionb, (5.30) sulfur and sulfur Preparations, including calcium polysulfide, (5.31) thiram, (5.32) tolylfluanid, (5.33) Is the Pu (zineb), (5.34) benefit spike (ziram), (5.35) anilazine (anilazine).
6)能夠引誘宿主防禦之化合物,例如(6.01)阿昔苯拉(acibenzolar)-S-甲酯、(6.02)異噻菌胺(isotianil)、(6.03)撲殺熱(probenazole)、(6.04)地得尼(tiadinil)、(6.05)昆布多醣(laminarin)。 6) Compounds capable of attracting host defenses, such as (6.01) acibenzolar-S-methyl ester, (6.02) isotianil, (6.03) probenazole, (6.04) Tiadinil, (6.05) laminarin.
7)胺基酸及/或蛋白質生物合成抑制劑,例如(7.01)安得靈(andoprim)、(7.02)保米黴素(blasticidin-S)、(7.03)嘧菌環胺(cyprodinil)、(7.04)賜黴素 (kasugamycin)、(7.05)賜黴素鹽酸鹽水合物、(7.06)米本靈(mepanipyrim)、(7.07)比坦尼(pyrimethanil)、(7.08)3-(5-氟-3,3,4,4-四甲基-3,4-二氫異喹啉-1-基)喹啉、(7.09)土黴素(oxytetracycline)、(7.10)鏈黴素(streptomycin)。 7) Amino acid and/or protein biosynthesis inhibitors, for example (7.01) andoprim, (7.02) blasticidin-S, (7.03) cyprodinil, ( 7.04) (kasugamycin), (7.05) gibberellin hydrochloride hydrate, (7.06) milpinimrim, (7.07) pyridone (pyrimethanil), (7.08) 3-(5-fluoro-3,3,4 , 4-tetramethyl-3,4-dihydroisoquinolin-1-yl)quinoline, (7.09) oxytetracycline, (7.10) streptomycin.
8)ATP生產抑制劑,例如(8.01)三苯錫乙酸鹽(fentin acetate)、(8.2)三苯錫氯化物(fentin chloride)、(8.3)三苯錫氫氧化物(fentin hydroxide)、(8.4)矽硫吩(silthiofam)。 8) ATP production inhibitors such as (8.01) fentin acetate, (8.2) fentin chloride, (8.3) fentin hydroxide, (8.4) ) Silthiofam.
9)細胞壁合成抑制劑,例如(9.01)苯賽卡(benthiavalicarb)、(9.02)地滅莫(dimethomorph)、(9.03)伏莫(flumorph)、(9.04)抑發利(iprovalicarb)、(9.05)曼普胺(mandipropamid)、(9.06)保粒黴素(polyoxins)、(9.07)保粒靈(polyoxorim)、(9.8)瓦利黴素A(validamycin A)、(9.9)發利列(valifenalate)、(9.10)保粒黴素B、(9.11)(2E)-3-(4-第三丁基苯基)-3-(2-氯吡啶-4-基)-1-(嗎啉-4-基)丙-2-烯-1-酮、(9.12)(2Z)-3-(4-第三丁基苯基)-3-(2-氯吡啶-4-基)-1-(嗎啉-4-基)丙-2-烯-1-酮。 9) Cell wall synthesis inhibitors, for example (9.01) benthiavalicarb, (9.02) dimethomorph, (9.03) flumorph, (9.04) iprovalicarb, (9.05) Mandipropamid, (9.06) polyoxins, (9.07) polyoxorim, (9.8) validamycin A, (9.9) valifenalate (9.10) Pascalin B, (9.11) (2E)-3-(4-Terbutylphenyl)-3-(2-chloropyridin-4-yl)-1-(morpholine-4 -yl)prop-2-en-1-one, (9.12)(2Z)-3-(4-t-butylphenyl)-3-(2-chloropyridin-4-yl)-1-( Polin-4-yl)prop-2-en-1-one.
10)脂質及薄膜合成抑制劑,例如(10.01)聯苯、(10.02)地茂散(chloroneb)、(10.03)大克爛(dicloran)、(10.04)護粒松(edifenphos)、(10.05)依得利(etridiazole)、(10.06)碘卡(iodocarb)、(10.07)丙基喜樂松(iprobenfos)、(10.08)亞賜普醇烷(isoprothiolane)、(10.09)普莫卡(propamocarb)、(10.10)普莫卡鹽酸鹽(propamocarb hydrochloride)、(10.11)硫菌威(prothiocarb)、(10.12)白粉松(pyrazophos)、(10.13)五氯硝苯(quintozene)、(10.14)四氯硝苯(tecnazene)和(10.15)特克斯-甲酯(tolclofos-methyl)。 10) Lipid and thin film synthesis inhibitors, for example (10.01) biphenyl, (10.02) chloroneb, (10.03) dicloran, (10.04) edifenphos, (10.05) Etridiazole, (10.06) iodocarb, (10.07) iprobenfos, (10.08) isoprothiolane, (10.09) propamocarb, (10.10) ) propamocarb hydrochloride, (10.11) prothiocarb, (10.12) pyrazophos, (10.13) quintozene, (10.14) tetrachloronitrite (10.14) Tecnazene) and (10.15) tolclofos-methyl.
11)黑色素生物合成抑制劑,例如(11.01)卡普醯胺(capropamid)(104030-54-8)、(11.02)地克賽(diclocymet)、(11.03)芬散尼(fenoxanil)、(11.04)太得(pthalide)、(11.05)百快隆(pyroquilon)、(11.06)三賽唑(tricyclazole)(41814-78-2)、(11.07){3-甲基-1-[(4-甲基苯甲醯基)胺基]丁-2- 基}胺甲酸2,2,2-三氟乙酯。 11) Melanin biosynthesis inhibitors, such as (11.01) clappamid (104030-54-8), (11.02) diccoymet, (11.03) fenoxanil, (11.04) Pthalide, (11.05) pyroquilon, (11.06) tricyclazole (41814-78-2), (11.07) {3-methyl-1-[(4-methyl) Benzomidine)amino]but-2- Base 2,2,2-trifluoroethyl carbamate.
12)核酸合成抑制劑,例如(12.01)本達樂(benalaxyl)、(12.02)本達樂-M(benalaxyl-M)(克拉利(kiralaxyl))、(12.03)布滅莫(bupirimate)、(12.04)克拉肯(clozylacon)、(12.05)地滅利(dimethirimol)、(12.06)抑利莫(ethirimol)、(12.07)伏拉希(furalaxyl)、(12.08)殺紋寧(hymexazol)、(12.09)滅達樂(metalaxyl)、(12.10)滅達樂-M(metalaxyl-M)(滅芬散(mefenoxam))、(12.11)歐弗斯(ofurace)、(12.12)歐殺斯(oxadixyl)、(12.13)歐索啉酸(oxolinic acid)、(12.14)辛噻酮(octhilinone)。 12) Inhibitors of nucleic acid synthesis, such as (12.01) benalaxyl, (12.02) benalaxyl-M (kiralaxyl), (12.03) bupirimate, ( 12.04) clozylacon, (12.05) dimethirimol, (12.06) ethirimol, (12.07) furalaxyl, (12.08) hymexazol, (12.09) ) metalaxyl, (12.10) metalaxyl-M (mefenoxam), (12.11) ofurace, (12.12) oxadixyl, (12.13) oxolinic acid, (12.14) octhimone (octhilinone).
13)訊號轉導抑制劑,例如(13.01)氯唑內(chlozolinate)、(13.02)拌種咯(fenpiclonil)、(13.03)護汰寧(fludioxonil)、(13.04)依普同(iprodione)、(13.05)撲滅寧(procymidone)、(13.06)快諾芬(quinoxyfen)、(13.07)免克寧(vinclozolin)、(13.08)丙氧喹啉(proquinazid)。 13) Signal transduction inhibitors, such as (13.01) chlozolinate, (13.02) fenpiclonil, (13.03) fludioxonil, (13.04) iprodione, ( 13.05) Procymidone, (13.06) quinoxyfen, (13.07) vinclozolin, (13.08) proquinazid.
14)能夠充當為去偶合劑之化合物,例如(14.01)百蟎克(binapacryl)、(14.02)白粉克(dinocap)、(14.03)富米松(ferimzone)、(14.04)扶吉胺(fluazinam)、(14.05)敵蟎普(meptyldinocap)。 14) A compound capable of acting as a decoupling agent, for example, (14.01) binapacryl, (14.02) dinocap, (14.03) ferimzone, (14.04) fluazinam, (14.05) Meptyldinocap.
15)更多的化合物,例如(15.001)本塞唑(benthizole)、(15.002)苯噻金(bethoxazin)、(15.003)卡普黴素(capsimycin)、(15.004)卡吩(carvone)、(15.005)喹啉甲硫胺酸鹽(chinomethionate)、(15.006)必芬酮(pyriofenone)(克雜芬酮(chlazafenon))、(15.007)庫發尼(cufraneb)、(15.008)賽伏醯胺(cyflufenamid)、(15.009)西莫尼(cymoxanil)、(15.010)賽芬胺(cyprosulfamide)、(15.011)得滅(dazomet)、(15.012)迪布卡(debacarb)、(15.013)二氯吩(dichlorophen)、(15.014)地克美辛(diclomezine)、(15.015)地吩唑克(difeuzoquat)、(15.016)地吩唑克甲基硫酸鹽、(15.017)二苯基胺、(15.018)抑克滅(EcoMate)、(15.019)吩普胺(fenpyrazamine)、(15.020)伏特夫(flumetover)、(15.021)氟菌丹(fluoromid)、 (15.022)護硫醯胺(flusulphamide)、(15.023)噻菌淨(flutianil)、(15.024)福賽得鋁(fosetyl-aluminium)、(15.025)福賽得鈣、(15.026)福賽得鈉、(15.027)六氯苯、(15.028)依麻黴素(irumamycin)、(15.029)滅速卡(methasulfocarb)、(15.030)異硫代氰酸甲酯、(15.031)滅奇吩(metrafenone)、(15.032)米德黴素(mildiomycin)、(15.033)納坦黴素(natamycin)、(15.034)二甲基二硫代胺甲酸鎳、(15.035)硝基太(nitrothal)-異丙酯、(15.036)歐賽保(oxamocarb)、(15.037)歐芬汀(oxyfenthiin)、(15.038)五氯酚及其鹽類、(15.039)酚丁滅蝨(phenothrin)、(15.040)磷酸及其鹽類、(15.041)霜黴威乙膦酸鹽(propamocarb-fosetylate)、(15.042)普辛(propanosine)-鈉、(15.043)丁吡嗎啉(pyrimorph)、(15.044)吡咯靈(pyrrolnitrin)、(15.045)美爾奎寧(tebufloquin)、(15.046)特克爛(tecloftalam)、(15.047)特伏尼(tolnifanid)、(15.048)三唑氧(triazoxide)、(15.049)三氯醯胺(trichlamide)、(15.050)奇利醯胺(zarilamid)、(15.051)2-甲基丙酸(3S,6S,7R,8R)-8-苯甲基-3-[({3-[(異丁醯氧基)甲氧基]-4-甲氧基吡啶-2-基}羰基)胺基]-6-甲基-4,9-二側氧基-1,5-二氧雜環己烷-7-酯、(15.052)1-(4-{4-[(5R)-5-(2,6-二氟苯基)-4,5-二氫-1,2-唑-3-基]-1,3-噻唑-2-基}哌啶-1-基)-2-[5-甲基-3-(三氟甲基)-1H-吡唑-1-基]乙酮、(15.053)1-(4-{4-[(5S)-5-(2,6-二氟苯基)-4,5-二氫-1,2-唑-3-基]-1,3-噻唑-2-基}哌啶-1-基)-2-[5-甲基-3-(三氟甲基)-1H-吡唑-1-基]乙酮、(15.054)奧賽普林(oxathiaprolin)、(15.055)1H-咪唑-1-羧酸1-(4-甲氧基苯氧基)-3,3-二甲基丁-2-酯、(15.056)2,3,5,6-四氯-4-(甲基磺醯基)吡啶、(15.057)2,3-二丁基-6-氯噻嗯并[2,3-d]嘧啶-4(3H)-酮、(15.058)2,6-二甲基-1H,5H-[1,4]二硫并[2,3-c:5,6-c']二吡咯-1,3,5,7(2H,6H)-四酮、(15.059)2-[5-甲基-3-(三氟甲基)-1H-吡唑-1-基]-1-(4-{4-[(5R)-5-苯基-4,5-二氫-1,2-唑-3-基]-1,3-噻唑-2-基}哌啶-1-基)乙酮、(15.060)2-[5-甲基-3-(三氟甲基)-1H-吡唑-1- 基]-1-(4-{4-[(5S)-5-苯基-4,5-二氫-1,2-唑-3-基]-1,3-噻唑-2-基}哌啶-1-基)乙酮、(15.061)2-[5-甲基-3-(三氟甲基)-1H-吡唑-1-基]-1-{4-[4-(5-苯基-4,5-二氫-1,2-唑-3-基)-1,3-噻唑-2-基]哌啶-1-基}乙酮、(15.062)2-丁氧基-6-碘-3-丙基-4H-色烯-4-酮、(15.063)2-氯5-[2-氯1-(2,6-二氟-4-甲氧基苯基)-4-甲基-1H-咪唑-5-基]吡啶、(15.064)2-苯基苯酚和鹽、(15.065)3-(4,4,5-三氟-3,3-二甲基-3,4-二氫異喹啉-1-基)喹啉、(15.066)3,4,5-三氯吡啶-2,6-二甲腈、(15.067)3-氯5-(4-氯苯基)-4-(2,6-二氟苯基)-6-甲基嗒、(15.068)4-(4-氯苯基)-5-(2,6-二氟苯基)-3,6-二甲基嗒、(15.069)5-胺基-1,3,4-噻二唑-2-硫醇、(15.070)5-氯N'-苯基-N'-(丙-2-炔-1-基)噻吩-2-碸醯肼、(15.071)5-氟-2-[(4-氟苯甲基)氧基]嘧啶-4-胺、(15.072)5-氟-2-[(4-甲基苯甲基)氧基]嘧啶-4-胺、(15.073)5-甲基-6-辛基[1,2,4]三唑并[1,5-a]嘧啶-7-胺、(15.074)(2Z)-3-胺基-2-氰基-3-苯基丙烯酸乙酯、(15.075)N'-(4-{[3-(4-氯苯甲基)-1,2,4-噻二唑-5-基]氧基}-2,5-二甲基苯基)-N-乙基-N-甲基醯亞胺基甲醯胺、(15.076)N-(4-氯苯甲基)-3-[3-甲氧基-4-(丙-2-炔-1-氧基)苯基]丙醯胺、(15.077)N-[(4-氯苯基)(氰基)甲基]-3-[3-甲氧基-4-(丙-2-炔-1-氧基)苯基]丙醯胺、(15.078)N-[(5-溴-3-氯吡啶-2-基)甲基]-2,4-二氯菸鹼醯胺、(15.079)N-[1-(5-溴-3-氯吡啶-2-基)乙基]-2,4-二氯菸鹼醯胺、(15.080)N-[1-(5-溴-3-氯吡啶-2-基)乙基]-2-氟-4-碘菸鹼醯胺、(15.081)N-{(E)-[(環丙基甲氧基)亞胺基][6-(二氟甲氧基)-2,3-二氟苯基]甲基}-2-苯基乙醯胺胺、(15.082)N-{(Z)-[(環丙基甲氧基)亞胺基][6-(二氟甲氧基)-2,3-二氟苯基]甲基}-2-苯基乙醯胺胺、(15.083)N'-{4-[(3-三級丁基-4-氰基-1,2-噻唑-5-基)氧基]-2-氯5-甲基苯基}-N-乙基-N-甲基醯亞胺基甲醯胺、(15.084)N-甲基-2-(1-{[5-甲基-3-(三氟甲基)-1H-吡唑-1-基]乙醯基}哌啶-4-基)-N-(1,2,3,4-四氫萘-1-基)-1,3--噻唑-4-甲醯胺、(15.085)N-甲基-2-(1-{[5-甲基-3-(三氟甲基)-1H-吡唑-1-基]乙醯基}哌啶-4- 基)-N-[(1R)-1,2,3,4-四氫萘-1-基]-1,3-噻唑-4-甲醯胺、(15.086)N-甲基-2-(1-{[5-甲基-3-(三氟甲基)-1H-吡唑-1-基]乙醯基}哌啶-4-基)-N-[(1S)-1,2,3,4-四氫萘-1-基]-1,3--噻唑-4-甲醯胺、(15.087){6-[({[(1-甲基-1H-四唑-5-基)(苯基)亞甲基]胺基}氧基)甲基]吡啶-2-基}胺甲酸苯酯、(15.088)啡-1-羧酸、(15.089)喹啉-8-醇、(15.090)喹啉-8-醇硫酸鹽(2:1)、(15.091){6-[({[(1-甲基-1H-四唑-5-基)(苯基)亞甲基]胺基}氧基)甲基]吡啶-2-基}胺甲酸三級丁酯、(15.092)(5-溴-2-甲氧基-4-甲基吡啶-3-基)(2,3,4-三甲氧基-6-甲基苯基)甲酮、(15.093)N-[2-(4-{[3-(4-氯苯基)丙-2-炔-1-基]氧基}-3-甲氧基苯基)乙基]-N2-(甲基磺醯基)纈胺酸醯胺、(15.094)4-側氧基-4-[(2-苯基乙基)胺基]丁酸、(15.095){6-[({[(Z)-(1-甲基-1H-四唑-5-基)(苯基)亞甲基]胺基}氧基)甲基]吡啶-2-基}胺甲酸丁-3-炔-1-酯、(15.096)4-胺基-5-氟嘧啶-2-醇(互變異構物形式:4-胺基-5-氟嘧啶-2(1H)-酮)、(15.097)3,4,5-三羥基苯甲酸丙酯、(15.098)[3-(4-氯2-氟苯基)-5-(2,4-二氟苯基)-1,2-唑-4-基](吡啶-3-基)甲醇、(15.099)(S)-[3-(4-氯2-氟苯基)-5-(2,4-二氟苯基)-1,2-唑-4-基](吡啶-3-基)甲醇、(15.100)(R)-[3-(4-氯2-氟苯基)-5-(2,4-二氟苯基)-1,2-唑-4-基](吡啶-3-基)甲醇、(15.101)2-氟-6-(三氟甲基)-N-(1,1,3-三甲基-2,3-二氫-1H-茚-4-基)苯甲醯胺、(15.102)2-(6-苯甲基吡啶-2-基)喹唑啉、(15.103)2-[6-(3-氟-4-甲氧基苯基)-5-甲基吡啶-2-基]喹唑啉、(15.104)3-(4,4-二氟-3,3-二甲基-3,4-二氫異喹啉-1-基)喹啉、(15.105)脫落酸、(15.106)N'-[5-溴-6-(2,3-二氫-1H-茚-2-氧基)-2-甲基吡啶-3-基]-N-乙基-N-甲基醯亞胺基甲醯胺、(15.107)N'-{5-溴-6-[1-(3,5-二氟苯基)乙氧基]-2-甲基吡啶-3-基}-N-乙基-N-甲基醯亞胺基甲醯胺、(15.108)N'-{5-溴-6-[(1R)-1-(3,5-二氟苯基)乙氧基]-2-甲基吡啶-3-基}-N-乙基-N-甲基醯亞胺基甲醯胺、(15.109)N'-{5-溴-6-[(1S)-1-(3,5-二氟苯基)乙氧基]-2-甲基吡啶-3-基}-N-乙基-N-甲基醯亞胺 基甲醯胺、(15.110)N'-{5-溴-6-[(順式-4-異丙基環己基)氧基]-2-甲基吡啶-3-基}-N-乙基-N-甲基醯亞胺基甲醯胺、(15.111)N'-{5-溴-6-[(反式-4-異丙基環己基)氧基]-2-甲基吡啶-3-基}-N-乙基-N-甲基醯亞胺基甲醯胺、(15.112)N-環丙基-3-(二氟甲基)-5-氟-N-(2-異丙基苯甲基)-1-甲基-1H-吡唑-4-甲醯胺、(15.113)N-環丙基-N-(2-環丙基苯甲基)-3-(二氟甲基)-5-氟-1-甲基-1H-吡唑-4-甲醯胺、(15.114)N-(2-三級丁基苯甲基)-N-環丙基-3-(二氟甲基)-5-氟-1-甲基-1H-吡唑-4-甲醯胺、(15.115)N-(5-氯2-乙基苯甲基)-N-環丙基-3-(二氟甲基)-5-氟-1-甲基-1H-吡唑-4-甲醯胺、(15.116)N-(5-氯2-異丙基苯甲基)-N-環丙基-3-(二氟甲基)-5-氟-1-甲基-1H-吡唑-4-甲醯胺、(15.117)N-環丙基-3-(二氟甲基)-N-(2-乙基-5-氟苯甲基)-5-氟-1-甲基-1H-吡唑-4-甲醯胺、(15.118)N-環丙基-3-(二氟甲基)-5-氟-N-(5-氟-2-異丙基苯甲基)-1-甲基-1H-吡唑-4-甲醯胺、(15.119)N-環丙基-N-(2-環丙基-5-氟苯甲基)-3-(二氟甲基)-5-氟-1-甲基-1H-吡唑-4-甲醯胺、(15.120)N-(2-環戊基-5-氟苯甲基)-N-環丙基-3-(二氟甲基)-5-氟-1-甲基-1H-吡唑-4-甲醯胺、(15.121)N-環丙基-3-(二氟甲基)-5-氟-N-(2-氟-6-異丙基苯甲基)-1-甲基-1H-吡唑-4-甲醯胺、(15.122)N-環丙基-3-(二氟甲基)-N-(2-乙基-5-甲基苯甲基)-5-氟-1-甲基-1H-吡唑-4-甲醯胺、(15.123)N-環丙基-3-(二氟甲基)-5-氟-N-(2-異丙基-5-甲基苯甲基)-1-甲基-1H-吡唑-4-甲醯胺、(15.124)N-環丙基-N-(2-環丙基-5-甲基苯甲基)-3-(二氟甲基)-5-氟-1-甲基-1H-吡唑-4-甲醯胺、(15.125)N-(2-三級丁基-5-甲基苯甲基)-N-環丙基-3-(二氟甲基)-5-氟-1-甲基-1H-吡唑-4-甲醯胺、(15.126)N-[5-氯2-(三氟甲基)苯甲基]-N-環丙基-3-(二氟甲基)-5-氟-1-甲基-1H-吡唑-4-甲醯胺、(15.127)N-環丙基-3-(二氟甲基)-5-氟-1-甲基-N-[5-甲基-2-(三氟甲基)苯甲基]-1H-吡唑-4-甲醯胺、(15.128)N-[2-氯6-(三氟甲基)苯甲基]-N-環丙基-3-(二氟甲基)-5-氟-1-甲基-1H-吡唑-4-甲醯胺、(15.129)N-[3- 氯2-氟-6-(三氟甲基)苯甲基]-N-環丙基-3-(二氟甲基)-5-氟-1-甲基-1H-吡唑-4-甲醯胺、(15.130)N-環丙基-3-(二氟甲基)-N-(2-乙基-4,5-二甲基苯甲基)-5-氟-1-甲基-1H-吡唑-4-甲醯胺、(15.131)N-環丙基-3-(二氟甲基)-5-氟-N-(2-異丙基苯甲基)-1-甲基-1H-吡唑-4-硫代甲醯胺、(15.132)N'-(2,5-二甲基-4-苯氧基苯基)-N-乙基-N-甲基醯亞胺基甲醯胺、(15.133)N'-{4-[(4,5-二氯1,3-噻唑-2-基)氧基]-2,5-二甲基苯基}-N-乙基-N-甲基醯亞胺基甲醯胺、(15.134)N-(4-氯2,6-二氟苯基)-4-(2-氯4-氟苯基)-1,3-二甲基-1H-吡唑-5-胺、(15.135)9-氟-2,2-二甲基-5-(喹啉-3-基)-2,3-二氫-1,4-苯氧環氮己三烯、(15.136)2-{2-氟-6-[(8-氟-2-甲基喹啉-3-基)氧基]苯基}丙-2-醇、(15.137)2-{2-[(7,8-二氟-2-甲基喹啉-3-基)氧基]-6-氟苯基}丙-2-醇、(15.138)4-(2-氯4-氟苯基)-N-(2-氟苯基)-1,3-二甲基-1H-吡唑-5-胺、(15.139)4-(2-氯4-氟苯基)-N-(2,6-二氟苯基)-1,3-二甲基-1H-吡唑-5-胺、(15.140)4-(2-氯4-氟苯基)-N-(2-氯6-氟苯基)-1,3-二甲基-1H-吡唑-5-胺、(15.141)4-(2-溴-4-氟苯基)-N-(2-氯6-氟苯基)-1,3-二甲基-1H-吡唑-5-胺、(15.142)N-(2-溴-6-氟苯基)-4-(2-氯4-氟苯基)-1,3-二甲基-1H-吡唑-5-胺、(15.143)4-(2-溴-4-氟苯基)-N-(2-溴苯基)-1,3-二甲基-1H-吡唑-5-胺、(15.144)4-(2-溴-4-氟苯基)-N-(2-溴-6-氟苯基)-1,3-二甲基-1H-吡唑-5-胺、(15.145)4-(2-溴-4-氟苯基)-N-(2-氯苯基)-1,3-二甲基-1H-吡唑-5-胺、(15.146)N-(2-溴苯基)-4-(2-氯4-氟苯基)-1,3-二甲基-1H-吡唑-5-胺、(15.147)4-(2-氯4-氟苯基)-N-(2-氯苯基)-1,3-二甲基-1H-吡唑-5-胺、(15.148)4-(2-溴-4-氟苯基)-N-(2,6-二氟苯基)-1,3-二甲基-1H-吡唑-5-胺、(15.149)4-(2-溴-4-氟苯基)-N-(2-氟苯基)-1,3-二甲基-1H-吡唑-5-胺、(15.150)N'-(4-{3-[(二氟甲基)硫烷基]苯氧基}-2,5-二甲基苯基)-N-乙基-N-甲基醯亞胺基甲醯胺、(15.151)N'-(2,5-二甲基-4-{3-[(1,1,2,2-四氟乙基)硫烷基]苯氧基}苯基)-N-乙基-N-甲基醯亞胺基甲醯胺、(15.152)N'-(2,5-二甲基-4-{3-[(2,2,2- 三氟乙基)硫烷基]苯氧基}苯基)-N-乙基-N-甲基醯亞胺基甲醯胺、(15.153)N'-(2,5-二甲基-4-{3-[(2,2,3,3-四氟丙基)硫烷基]苯氧基}苯基)-N-乙基-N-甲基醯亞胺基甲醯胺、(15.154)N'-(2,5-二甲基-4-{3-[(五氟乙基)硫烷基]苯氧基}苯基)-N-乙基-N-甲基醯亞胺基甲醯胺、(15.155)N'-(4-{[3-(二氟甲氧基)苯基]硫烷基}-2,5-二甲基苯基)-N-乙基-N-甲基醯亞胺基甲醯胺、(15.156)N'-(2,5-二甲基-4-{[3-(1,1,2,2-四氟乙氧基)苯基]硫烷基}苯基)-N-乙基-N-甲基醯亞胺基甲醯胺、(15.157)N'-(2,5-二甲基-4-{[3-(2,2,2-三氟乙氧基)苯基]硫烷基}苯基)-N-乙基-N-甲基醯亞胺基甲醯胺、(15.158)N'-(2,5-二甲基-4-{[3-(2,2,3,3-四氟丙氧基)苯基]硫烷基}苯基)-N-乙基-N-甲基醯亞胺基甲醯胺、(15.159)N'-(2,5-二甲基-4-{[3-(五氟乙氧基)苯基]硫烷基}苯基)-N-乙基-N-甲基醯亞胺基甲醯胺、(15.160)2-[3,5-雙(二氟甲基)-1H-吡唑-1-基]-1-[4-(4-{5-[2-(丙-2-炔-1-氧基)苯基]-4,5-二氫-1,2-唑-3-基}-1,3-噻唑-2-基)哌啶-1-基]乙酮、(15.161)2-[3,5-雙(二氟甲基)-1H-吡唑-1-基]-1-[4-(4-{5-[2-氟-6-(丙-2-炔-1-氧基)苯基]-4,5-二氫-1,2-唑-3-基}-1,3-噻唑-2-基)哌啶-1-基]乙酮、(15.162)2-[3,5-雙(二氟甲基)-1H-吡唑-1-基]-1-[4-(4-{5-[2-氯6-(丙-2-炔-1-氧基)苯基]-4,5-二氫-1,2-唑-3-基}-1,3-噻唑-2-基)哌啶-1-基]乙酮、(15.163)甲烷磺酸2-{3-[2-(1-{[3,5-雙(二氟甲基)-1H-吡唑-1-基]乙醯基}哌啶-4-基)-1,3-噻唑-4-基]-4,5-二氫-1,2-唑-5-基}苯酯、(15.164)甲烷磺酸2-{3-[2-(1-{[3,5-雙(二氟甲基)-1H-吡唑-1-基]乙醯基}哌啶-4-基)-1,3-噻唑-4-基]-4,5-二氫-1,2-唑-5-基}-3-氯苯酯、(15.165)2-[3,5-雙(二氟甲基)-1H-吡唑-1-基]-1-[4-(4-{(5S)-5-[2-(丙-2-炔-1-氧基)苯基]-4,5-二氫-1,2-唑-3-基}-1,3-噻唑-2-基)哌啶-1-基]乙酮、(15.166)2-[3,5-雙(二氟甲基)-1H-吡唑-1-基]-1-[4-(4-{(5R)-5-[2-(丙-2-炔-1-氧基)苯基]-4,5-二氫-1,2-唑-3-基}-1,3-噻唑-2-基)哌啶-1-基]乙酮、(15.167)2-[3,5-雙(二氟 甲基)-1H-吡唑-1-基]-1-[4-(4-{(5S)-5-[2-氟-6-(丙-2-炔-1-氧基)苯基]-4,5-二氫-1,2-唑-3-基}-1,3-噻唑-2-基)哌啶-1-基]乙酮、(15.168)2-[3,5-雙(二氟甲基)-1H-吡唑-1-基]-1-[4-(4-{(5R)-5-[2-氟-6-(丙-2-炔-1-氧基)苯基]-4,5-二氫-1,2-唑-3-基}-1,3-噻唑-2-基)哌啶-1-基]乙酮、(15.169)2-[3,5-雙(二氟甲基)-1H-吡唑-1-基]-1-[4-(4-{(5S)-5-[2-氯6-(丙-2-炔-1-氧基)苯基]-4,5-二氫-1,2-唑-3-基}-1,3-噻唑-2-基)哌啶-1-基]乙酮、(15.170)2-[3,5-雙(二氟甲基)-1H-吡唑-1-基]-1-[4-(4-{(5R)-5-[2-氯6-(丙-2-炔-1-氧基)苯基]-4,5-二氫-1,2-唑-3-基}-1,3-噻唑-2-基)哌啶-1-基]乙酮、(15.171)甲烷磺酸2-{(5S)-3-[2-(1-{[3,5-雙(二氟甲基)-1H-吡唑-1-基]乙醯基}哌啶-4-基)-1,3-噻唑-4-基]-4,5-二氫-1,2-唑-5-基}苯酯、(15.172)甲烷磺酸2-{(5R)-3-[2-(1-{[3,5-雙(二氟甲基)-1H-吡唑-1-基]乙醯基}哌啶-4-基)-1,3-噻唑-4-基]-4,5-二氫-1,2-唑-5-基}苯酯、(15.173)甲烷磺酸2-{(5S)-3-[2-(1-{[3,5-雙(二氟甲基)-1H-吡唑-1-基]乙醯基}哌啶-4-基)-1,3-噻唑-4-基]-4,5-二氫-1,2-唑-5-基}-3-氯苯酯、(15.174)甲烷磺酸2-{(5R)-3-[2-(1-{[3,5-雙(二氟甲基)-1H-吡唑-1-基]乙醯基}哌啶-4-基)-1,3-噻唑-4-基]-4,5-二氫-1,2-唑-5-基}-3-氯苯酯。 15) More compounds such as (15.001) benzizole, (15.002) bethoxazin, (15.003) capsimycin, (15.004) carvone, (15.005) ) quinomethionate, (15.006) pyrofenone (chlazafenon), (15.007) cufraneb, (15.008) cyflufenamid ), (15.009) cymoxanil, (15.010) cyprosulfamide, (15.011) dazomet, (15.012) debacarb, (15.013) dichlorophen (15.014) Dimlomezine, (15.015) Difeuzoquat, (15.016) Diphenazoline methyl sulfate, (15.017) Diphenylamine, (15.018) Eccoc (EcoMate ), (15.019) fenpyrazamine, (15.020) flumetover, (15.021) fluoromid, (15.022) flusulphamide, (15.023) flutianil ), (15.024) fosetyl-aluminium, (15.025) forsythia calcium, (15.026) forsythia sodium, (15.027) hexachlorobenzene, (15.028) imapyromycin (irumamycin), 15.029) Mesasulfocarb, (15 .030) methyl isothiocyanate, (15.031) metrafenone, (15.032) mildiomycin, (15.033) natamycin, (15.034) dimethyl di Nickel thiocarbamate, (15.035) nitrothal-isopropyl ester, (15.036) oxamocarb, (15.037) oxyfenthiin, (15.038) pentachlorophenol and its salts (15.039) phenothrin, (15.040) phosphoric acid and its salts, (15.041) propamocarb-fosetylate, (15.042) propanosine-sodium, (15.043) ) pyrimorph, (15.044) pyrrolnitrin, (15.045) tebufloquin, (15.046) tecloftalam, (15.047) tolnifanid, ( 15.048) Triazoxide, (15.049) tricholamide, (15.050) zarilamid, (15.051) 2-methylpropionic acid (3S, 6S, 7R, 8R)- 8-Benzyl-3-[({3-[(isobutyloxy)methoxy]-4-methoxypyridin-2-yl}carbonyl)amino]-6-methyl-4, 9-di-oxy-1,5-dioxan-7-ester, (15.052) 1-(4-{4-[(5R)-5-(2,6-difluorophenyl) -4,5-dihydro-1,2- Zyrid-3-yl]-1,3-thiazol-2-yl}piperidin-1-yl)-2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl Ethyl ketone, (15.053) 1-(4-{4-[(5S)-5-(2,6-difluorophenyl)-4,5-dihydro-1,2- Zyrid-3-yl]-1,3-thiazol-2-yl}piperidin-1-yl)-2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl Ethyl ketone, (15.054) oxathiaprolin, (15.055) 1H-imidazol-1-carboxylic acid 1-(4-methoxyphenoxy)-3,3-dimethylbutan-2-ester , (15.056) 2,3,5,6-tetrachloro-4-(methylsulfonyl)pyridine, (15.057) 2,3-dibutyl-6-chlorothiazepine [2,3-d] Pyrimidine-4(3H)-one, (15.058) 2,6-dimethyl-1H,5H-[1,4]dithio-[2,3-c:5,6-c']dipyrrole-1 ,3,5,7(2H,6H)-tetraketone, (15.059) 2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]-1-(4- {4-[(5R)-5-phenyl-4,5-dihydro-1,2- Zyrid-3-yl]-1,3-thiazol-2-yl}piperidin-1-yl)ethanone, (15.060) 2-[5-methyl-3-(trifluoromethyl)-1H-pyridyl Zin-1-yl]-1-(4-{4-[(5S)-5-phenyl-4,5-dihydro-1,2- Zyrid-3-yl]-1,3-thiazol-2-yl}piperidin-1-yl)ethanone, (15.061) 2-[5-methyl-3-(trifluoromethyl)-1H-pyridyl Zin-1-yl]-1-{4-[4-(5-phenyl-4,5-dihydro-1,2- Zyrid-3-yl)-1,3-thiazol-2-yl]piperidin-1-yl}ethanone, (15.062) 2-butoxy-6-iodo-3-propyl-4H-chromene- 4-ketone, (15.063) 2-chloro-5-[2-chloro-1-(2,6-difluoro-4-methoxyphenyl)-4-methyl-1H-imidazol-5-yl]pyridine, (15.064) 2-Phenylphenol and salt, (15.065) 3-(4,4,5-trifluoro-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)quinoline , (15.066) 3,4,5-trichloropyridine-2,6-dicarbonitrile, (15.067) 3-chloro-5-(4-chlorophenyl)-4-(2,6-difluorophenyl) -6-methyl hydrazine , (15.068) 4-(4-Chlorophenyl)-5-(2,6-difluorophenyl)-3,6-dimethylhydrazine , (15.069) 5-amino-1,3,4-thiadiazole-2-thiol, (15.070) 5-chloro N'-phenyl-N'-(prop-2-yn-1-yl) Thiophene-2-indole, (15.071) 5-fluoro-2-[(4-fluorobenzyl)oxy]pyrimidine-4-amine, (15.072) 5-fluoro-2-[(4-methyl) Benzyl)oxy]pyrimidine-4-amine, (15.073) 5-methyl-6-octyl[1,2,4]triazolo[1,5-a]pyrimidin-7-amine, (15.074 (2Z)-3-Amino-2-cyano-3-phenylethyl acrylate, (15.075) N'-(4-{[3-(4-chlorobenzyl)-1,2,4 -thiadiazol-5-yl]oxy}-2,5-dimethylphenyl)-N-ethyl-N-methylindenylcarbamidine, (15.076) N-(4-chloro Benzyl)-3-[3-methoxy-4-(prop-2-yn-1-yloxy)phenyl]propanamine, (15.077) N-[(4-chlorophenyl)(cyanide Methyl]-3-[3-methoxy-4-(prop-2-yn-1-yloxy)phenyl]propanamine, (15.078) N-[(5-bromo-3-chloro) Pyridin-2-yl)methyl]-2,4-dichloronicotinium amide, (15.079) N-[1-(5-bromo-3-chloropyridin-2-yl)ethyl]-2,4 - Dichloronicotinium amide, (15.080) N-[1-(5-bromo-3-chloropyridin-2-yl)ethyl]-2-fluoro-4-iodonicotinium amide, (15.081)N -{(E)-[(cyclopropylmethoxy)imino][6-(difluoromethoxy)-2,3-difluorophenyl]methyl}-2-phenylacetamide Amine, (15.082) N-{(Z)-[(cyclopropyl) Methoxy)imino][6-(difluoromethoxy)-2,3-difluorophenyl]methyl}-2-phenylacetamidamine, (15.083) N'-{4 -[(3-tert-butyl-4-cyano-1,2-thiazol-5-yl)oxy]-2-chloro-5-methylphenyl}-N-ethyl-N-methylindole Iminocarbamide, (15.084) N-methyl-2-(1-{[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]ethenyl}piperidin Pyridin-4-yl)-N-(1,2,3,4-tetrahydronaphthalen-1-yl)-1,3-thiazolyl-4-carboxamide, (15.085) N-methyl-2- (1-{[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]ethenyl}piperidin-4-yl)-N-[(1R)-1,2 ,3,4-tetrahydronaphthalen-1-yl]-1,3-thiazole-4-carboxamide, (15.086) N-methyl-2-(1-{[5-methyl-3-(three Fluoromethyl)-1H-pyrazol-1-yl]ethenyl}piperidin-4-yl)-N-[(1S)-1,2,3,4-tetrahydronaphthalen-1-yl]- 1,3--thiazole-4-carbamide, (15.087) {6-[({[(1-methyl-1H-tetrazol-5-yl)(phenyl)methylene]amino}oxy) Phenyl)methyl]pyridin-2-yl}carbamic acid, (15.088) 1-carboxylic acid, (15.089) quinoline-8-ol, (15.090) quinoline-8-ol sulfate (2:1), (15.091) {6-[({[(1-methyl-1H) -tetrazol-5-yl)(phenyl)methylene]amino}oxy)methyl]pyridin-2-yl}carbamic acid tert-butyl butyl ester, (15.092) (5-bromo-2-methoxy 4-methylpyridin-3-yl)(2,3,4-trimethoxy-6-methylphenyl)methanone, (15.093) N-[2-(4-{[3-(4) -Chlorophenyl)prop-2-yn-1-yloxy}-3-methoxyphenyl)ethyl]-N2-(methylsulfonyl) decyl decylamine, (15.094) 4 -Phenoxy-4-[(2-phenylethyl)amino]butyric acid, (15.095) {6-[({[(Z)-(1-methyl-1H-tetrazol-5-yl) (phenyl)methylene]amino}oxy)methyl]pyridin-2-yl}carbamic acid but-3-yne-1-ester, (15.096) 4-amino-5-fluoropyrimidine-2 - alcohol (tautomeric form: 4-amino-5-fluoropyrimidine-2(1H)-one), (15.097) propyl 3,4,5-trihydroxybenzoate, (15.098) [3-( 4-chloro-2-fluorophenyl)-5-(2,4-difluorophenyl)-1,2- Zin-4-yl](pyridin-3-yl)methanol, (15.099)(S)-[3-(4-chloro-2-fluorophenyl)-5-(2,4-difluorophenyl)-1 ,2- Zin-4-yl](pyridin-3-yl)methanol, (15.100)(R)-[3-(4-chloro-2-fluorophenyl)-5-(2,4-difluorophenyl)-1 ,2- Zin-4-yl](pyridin-3-yl)methanol, (15.101)2-fluoro-6-(trifluoromethyl)-N-(1,1,3-trimethyl-2,3-dihydro -1H-indol-4-yl)benzamide, (15.102) 2-(6-benzylpyridin-2-yl)quinazoline, (15.103) 2-[6-(3-fluoro-4- Methoxyphenyl)-5-methylpyridin-2-yl]quinazoline, (15.104) 3-(4,4-difluoro-3,3-dimethyl-3,4-dihydroisoquine -1 -yl)quinoline, (15.105) abscisic acid, (15.106) N'-[5-bromo-6-(2,3-dihydro-1H-indol-2-yloxy)-2-methyl Pyridin-3-yl]-N-ethyl-N-methylindenylcarbamidine, (15.107) N'-{5-bromo-6-[1-(3,5-difluorophenyl) Ethoxy]-2-methylpyridin-3-yl}-N-ethyl-N-methylindenylcarbamidine, (15.108) N'-{5-bromo-6-[(1R) 1-(3,5-difluorophenyl)ethoxy]-2-methylpyridin-3-yl}-N-ethyl-N-methylindenylcarbamidine, (15.109)N '-{5-Bromo-6-[(1S)-1-(3,5-difluorophenyl)ethoxy]-2-methylpyridin-3-yl}-N-ethyl-N-A醯iminocarbamide, (15.110) N'-{5-bromo-6-[(cis-4-isopropylcyclohexyl)oxy]-2-methylpyridin-3-yl}- N-ethyl-N-methyl quinone iminoamine, (15.111) N'-{5-bromo-6-[(trans-4-isopropylcyclohexyl)oxy]-2-methyl Pyridyl-3-yl}- N-ethyl-N-methylindenylcarbamidine, (15.112) N-cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(2-isopropylbenzyl) )-1-methyl-1H-pyrazole-4-carboxamide, (15.113) N-cyclopropyl-N-(2-cyclopropylbenzyl)-3-(difluoromethyl)-5 -fluoro-1-methyl-1H-pyrazole-4-carboxamide, (15.114) N-(2-tert-butylbenzyl)-N-cyclopropyl-3-(difluoromethyl) -5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (15.115) N-(5-chloro-2-ethylbenzyl)-N-cyclopropyl-3-(difluoro Methyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (15.116) N-(5-chloro-2-isopropylbenzyl)-N-cyclopropyl-3 -(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (15.117) N-cyclopropyl-3-(difluoromethyl)-N-(2 -ethyl-5-fluorobenzyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (15.118) N-cyclopropyl-3-(difluoromethyl)- 5-fluoro-N-(5-fluoro-2-isopropylbenzyl)-1-methyl-1H-pyrazole-4-carboxamide, (15.119) N-cyclopropyl-N-(2 -cyclopropyl-5-fluorobenzyl)-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (15.120) N-(2- Cyclopentyl-5-fluorobenzyl)-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (15.121) N-cyclopropyl -3-(Difluoromethyl)-5-fluoro-N-(2-fluoro-6-isopropylbenzyl)-1-methyl-1H-pyrazole-4-carboxamide, (15.122) N-cyclopropyl-3-(difluoromethyl)-N-(2-ethyl-5-methylbenzyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamidine Amine, (15.123) N-cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(2-isopropyl-5-methylbenzyl)-1-methyl-1H-pyridyl Oxazole-4-carboxamide, (15.124) N-cyclopropyl-N-(2-cyclopropyl-5-methylbenzyl)-3-(difluoromethyl)-5-fluoro-1- Methyl-1H-pyrazole-4-carboxamide, (15.125) N-(2-tert-butyl-5-methylbenzyl)-N-cyclopropyl-3-(difluoromethyl) -5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (15.126) N-[5-chloro 2-(trifluoromethyl)benzyl]-N-cyclopropyl-3 -(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (15.127) N-cyclopropyl-3-(difluoromethyl)-5-fluoro- 1-methyl-N-[5-methyl-2-(trifluoromethyl)benzyl]-1H-pyrazole-4-carboxamide, (15.128) N-[2-chloro 6-(three Fluoromethyl)benzyl]-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (15.129) N-[ 3-Chloro-2-fluoro-6-(trifluoromethyl)benzyl]-N-cyclopropyl-3-(difluoromethyl)-5-fluoro-1-methyl-1H-pyrazole-4 -carbamamine, (15.130) N-cyclopropane -3-(Difluoromethyl)-N-(2-ethyl-4,5-dimethylbenzyl)-5-fluoro-1-methyl-1H-pyrazole-4-carboxamide, (15.131) N-Cyclopropyl-3-(difluoromethyl)-5-fluoro-N-(2-isopropylbenzyl)-1-methyl-1H-pyrazole-4-thiocarbamate Indoleamine, (15.132) N'-(2,5-dimethyl-4-phenoxyphenyl)-N-ethyl-N-methylindenylcarbamidine, (15.133) N'- {4-[(4,5-Dichloro1,3-thiazol-2-yl)oxy]-2,5-dimethylphenyl}-N-ethyl-N-methylindolimine Indoleamine, (15.134) N-(4-chloro 2,6-difluorophenyl)-4-(2-chloro-4-fluorophenyl)-1,3-dimethyl-1H-pyrazole-5- Amine, (15.135) 9-fluoro-2,2-dimethyl-5-(quinolin-3-yl)-2,3-dihydro-1,4-phenoxycyclohexanetriene, (15.136) 2-{2-Fluoro-6-[(8-fluoro-2-methylquinolin-3-yl)oxy]phenyl}propan-2-ol, (15.137)2-{2-[(7, 8-Difluoro-2-methylquinolin-3-yl)oxy]-6-fluorophenyl}propan-2-ol, (15.138) 4-(2-chloro-4-fluorophenyl)-N- (2-fluorophenyl)-1,3-dimethyl-1H-pyrazole-5-amine, (15.139) 4-(2-chloro-4-fluorophenyl)-N-(2,6-difluoro Phenyl)-1,3-dimethyl-1H-pyrazole-5-amine, (15.140) 4-(2-chloro-4-fluorophenyl)-N-(2-chloro-6-fluorophenyl)- 1,3-Dimethyl-1H-pyrazole-5-amine, (15.141) 4-(2-bromo-4-fluorophenyl)-N-(2 -Chloro 6-fluorophenyl)-1,3-dimethyl-1H-pyrazole-5-amine, (15.142) N-(2-bromo-6-fluorophenyl)-4-(2-chloro 4 -fluorophenyl)-1,3-dimethyl-1H-pyrazole-5-amine, (15.143) 4-(2-bromo-4-fluorophenyl)-N-(2-bromophenyl)- 1,3-Dimethyl-1H-pyrazole-5-amine, (15.144) 4-(2-bromo-4-fluorophenyl)-N-(2-bromo-6-fluorophenyl)-1, 3-dimethyl-1H-pyrazole-5-amine, (15.145) 4-(2-bromo-4-fluorophenyl)-N-(2-chlorophenyl)-1,3-dimethyl- 1H-pyrazole-5-amine, (15.146) N-(2-bromophenyl)-4-(2-chloro-4-fluorophenyl)-1,3-dimethyl-1H-pyrazole-5- Amine, (15.147) 4-(2-chloro-4-fluorophenyl)-N-(2-chlorophenyl)-1,3-dimethyl-1H-pyrazole-5-amine, (15.148)4- (2-bromo-4-fluorophenyl)-N-(2,6-difluorophenyl)-1,3-dimethyl-1H-pyrazole-5-amine, (15.149) 4-(2- Bromo-4-fluorophenyl)-N-(2-fluorophenyl)-1,3-dimethyl-1H-pyrazole-5-amine, (15.150) N'-(4-{3-[( Difluoromethyl)sulfanyl]phenoxy}-2,5-dimethylphenyl)-N-ethyl-N-methylindenylcarbamamine, (15.151) N'-(2 ,5-Dimethyl-4-{3-[(1,1,2,2-tetrafluoroethyl)sulfanyl]phenoxy}phenyl)-N-ethyl-N-methylpyrene Aminocarbamide, (15.152) N'-(2,5-dimethyl-4-{3-[(2,2,2-trifluoroethyl)sulfanyl]phenoxy} -N-ethyl-N-methyl quinone imine carbamide, (15.153) N'-(2,5-dimethyl-4-{3-[(2,2,3,3- Tetrafluoropropyl)sulfanyl]phenoxy}phenyl)-N-ethyl-N-methylindenylcarbamidine, (15.154) N'-(2,5-dimethyl-4 -{3-[(pentafluoroethyl)sulfanyl]phenoxy}phenyl)-N-ethyl-N-methylindenylcarbamidine, (15.155) N'-(4-{ [3-(Difluoromethoxy)phenyl]sulfanyl}-2,5-dimethylphenyl)-N-ethyl-N-methylindenylcarbamidine, (15.156)N '-(2,5-Dimethyl-4-{[3-(1,1,2,2-tetrafluoroethoxy)phenyl]sulfanyl}phenyl)-N-ethyl-N- Methyl quinone imidocarbamide, (15.157) N'-(2,5-dimethyl-4-{[3-(2,2,2-trifluoroethoxy)phenyl]sulfanyl }phenyl)-N-ethyl-N-methylindenylcarbamidine, (15.158) N'-(2,5-dimethyl-4-{[3-(2,2,3, 3-tetrafluoropropoxy)phenyl]sulfanyl}phenyl)-N-ethyl-N-methylindenylcarbamidine, (15.159) N'-(2,5-dimethyl 4-{[3-(pentafluoroethoxy)phenyl]sulfanyl}phenyl)-N-ethyl-N-methylindenylcarbamidine, (15.160)2-[3, 5-bis(difluoromethyl)-1H-pyrazol-1-yl]-1-[4-(4-{5-[2-(prop-2-yn-1-yloxy)phenyl]- 4,5-dihydro-1,2- Zyrid-3-yl}-1,3-thiazol-2-yl)piperidin-1-yl]ethanone, (15.161) 2-[3,5-bis(difluoromethyl)-1H-pyrazole- 1-yl]-1-[4-(4-{5-[2-fluoro-6-(prop-2-yn-1-yloxy)phenyl]-4,5-dihydro-1,2- Zyrid-3-yl}-1,3-thiazol-2-yl)piperidin-1-yl]ethanone, (15.162) 2-[3,5-bis(difluoromethyl)-1H-pyrazole- 1-yl]-1-[4-(4-{5-[2-chloro-6-(prop-2-yn-1-yloxy)phenyl]-4,5-dihydro-1,2- Zyrid-3-yl}-1,3-thiazol-2-yl)piperidin-1-yl]ethanone, (15.163) methanesulfonic acid 2-{3-[2-(1-{[3,5- Bis(difluoromethyl)-1H-pyrazol-1-yl]ethenyl}piperidin-4-yl)-1,3-thiazol-4-yl]-4,5-dihydro-1,2 - Zyrom-5-yl}phenyl ester, (15.164) methanesulfonic acid 2-{3-[2-(1-{[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]B Mercapto}piperidin-4-yl)-1,3-thiazol-4-yl]-4,5-dihydro-1,2- Zyrid-5-yl}-3-chlorophenyl ester, (15.165) 2-[3,5-bis(difluoromethyl)-1H-pyrazol-1-yl]-1-[4-(4-{ (5S)-5-[2-(prop-2-yn-1-yloxy)phenyl]-4,5-dihydro-1,2- Zyrid-3-yl}-1,3-thiazol-2-yl)piperidin-1-yl]ethanone, (15.166) 2-[3,5-bis(difluoromethyl)-1H-pyrazole- 1-yl]-1-[4-(4-{(5R)-5-[2-(prop-2-yn-1-yloxy)phenyl]-4,5-dihydro-1,2- Zyrid-3-yl}-1,3-thiazol-2-yl)piperidin-1-yl]ethanone, (15.167) 2-[3,5-bis(difluoromethyl)-1H-pyrazole- 1-yl]-1-[4-(4-{(5S)-5-[2-fluoro-6-(prop-2-yn-1-yloxy)phenyl]-4,5-dihydro- 1,2- Zyrid-3-yl}-1,3-thiazol-2-yl)piperidin-1-yl]ethanone, (15.168) 2-[3,5-bis(difluoromethyl)-1H-pyrazole- 1-yl]-1-[4-(4-{(5R)-5-[2-fluoro-6-(prop-2-yn-1-yloxy)phenyl]-4,5-dihydro- 1,2- Zyrid-3-yl}-1,3-thiazol-2-yl)piperidin-1-yl]ethanone, (15.169) 2-[3,5-bis(difluoromethyl)-1H-pyrazole- 1-yl]-1-[4-(4-{(5S)-5-[2-chloro-6-(prop-2-yn-1-yloxy)phenyl]-4,5-dihydro-1 ,2- Zyrid-3-yl}-1,3-thiazol-2-yl)piperidin-1-yl]ethanone, (15.170) 2-[3,5-bis(difluoromethyl)-1H-pyrazole- 1-yl]-1-[4-(4-{(5R)-5-[2-chloro-6-(prop-2-yn-1-yloxy)phenyl]-4,5-dihydro-1 ,2- Zyrid-3-yl}-1,3-thiazol-2-yl)piperidin-1-yl]ethanone, (15.171) methanesulfonic acid 2-{(5S)-3-[2-(1-{[ 3,5-Bis(difluoromethyl)-1H-pyrazol-1-yl]ethenyl}piperidin-4-yl)-1,3-thiazol-4-yl]-4,5-dihydro -1,2- Zyrom-5-yl}phenyl ester, (15.172) methanesulfonic acid 2-{(5R)-3-[2-(1-{[3,5-bis(difluoromethyl)-1H-pyrazole-1 -yl]ethinyl}piperidin-4-yl)-1,3-thiazol-4-yl]-4,5-dihydro-1,2- Zyrom-5-yl}phenyl ester, (15.173) methanesulfonic acid 2-{(5S)-3-[2-(1-{[3,5-bis(difluoromethyl)-1H-pyrazole-1 -yl]ethinyl}piperidin-4-yl)-1,3-thiazol-4-yl]-4,5-dihydro-1,2- Zyrid-5-yl}-3-chlorophenyl ester, (15.174) methanesulfonic acid 2-{(5R)-3-[2-(1-{[3,5-bis(difluoromethyl)-1H-- Pyrazol-1-yl]ethenyl}piperidin-4-yl)-1,3-thiazol-4-yl]-4,5-dihydro-1,2- Zyrid-5-yl}-3-chlorophenyl ester.
可將式(I)化合物與生物除害劑組合。 The compound of formula (I) can be combined with a biological pesticide.
生物除害劑特別包含細菌、真菌、酵母、植物萃取物及由微生物所形成的產物,包括蛋白質和二級代謝物。 Biological pesticides specifically include bacteria, fungi, yeast, plant extracts, and products formed by microorganisms, including proteins and secondary metabolites.
生物除害劑包含細菌,諸如孢子形成細菌、樹根選殖細菌及充當為生物殺昆蟲劑、殺真菌劑或殺線蟲劑之細菌。 Biological pesticides comprise bacteria, such as spore forming bacteria, root-selecting bacteria, and bacteria that act as biological insecticides, fungicides or nematicides.
用作或可用作為生物除害劑之此等細菌的實例為: 液化澱粉芽孢桿菌(Bacillus amyloliquefaciens),菌株FZB42(DSM 231179)、或仙人掌桿菌(Bacillus cereus),特別為仙人掌桿菌菌株CNCM I-1562、或堅強桿菌(Bacillus firmus),菌株I-1582(寄存編號CNCM I-1582)、或短小芽胞桿菌(Bacillus pumilus),特別為菌株GB34(寄存編號ATCC 700814)和菌株QST2808(寄存編號NRRL B-30087)、或枯草芽孢桿菌(Bacillus subtilis),特別為菌株GB03(寄存編號ATCC SD-1397)、或枯草芽孢桿菌菌株QST713(寄存編號NRRL B-21661)、或枯草芽孢桿菌菌株OST 30002(寄存編號NRRL B-50421)、或蘇雲金芽孢桿菌(Bacillus thuringiensis),特別為蘇雲金芽孢桿菌以色列亞種(血清型H-14),菌株AM65-52(寄存編號ATCC 1276)、或蘇雲金芽孢桿菌亞華亞種(aizawai),特別為菌株ABTS-1857(SD-1372)、或蘇雲金芽孢桿菌鮎澤亞種(kurstaki)菌株HD-1、或蘇雲金芽孢桿菌擬步行甲亞種(tenebrionis)菌株NB 176(SD-5428)、穿刺巴斯德桿菌(Pasteuria penetrans)、巴斯德桿菌屬(Pasteuria spp.)(腎形腎狀線蟲)-PR3(寄存編號ATCC SD-5834)、細黃鏈霉菌(Streptomyces microflavus)菌株AQ6121(=QRD 31.013,NRRL B-50550)、細黃鏈霉菌(Streptomyces galbus)菌株AQ 6047(寄存編號NRRL 30232)。 Examples of such bacteria that are used or can be used as biological pesticides are: Bacillus amyloliquefaciens, strain FZB42 (DSM 231179), or Bacillus cereus, especially the Cactus strain CNCM I-1562, or Bacillus firmus, strain I-1582 (registration number CNCM) I-1582), or Bacillus pumilus, in particular strain GB34 (accession number ATCC 700814) and strain QST2808 (accession number NRRL B-30087), or Bacillus subtilis, especially strain GB03 ( Hosting number ATCC SD-1397), or Bacillus subtilis strain QST713 (accession number NRRL B-21661), or Bacillus subtilis strain OST 30002 (accession number NRRL B-50421), or Bacillus thuringiensis, especially Bacillus thuringiensis subsp. israel (serotype H-14), strain AM65-52 (accession number ATCC 1276), or Bacillus thuringiensis subfamily (aizawai), especially strain ABTS-1857 (SD-1372), or Bacillus thuringiensis kurstaki strain HD-1, or Bacillus thuringiensis tenebrionis strain NB 176 (SD-5428), Pasteuria penetr Ans), Pasteuria spp. (renal nematode)-PR3 (accession number ATCC SD-5834), Streptomyces microflavus strain AQ6121 (=QRD 31.013, NRRL B-50550 ), Streptomyces galbus strain AQ 6047 (accession number NRRL 30232).
用作或可用作為生物除害劑之真菌和酵母的實例為: 白殭菌(Beauveria bassiana),特別為菌株ATCC 74040、微坦盾殼黴(Coniothyrium minitans),特別為菌株CON/M/91-8(寄存編號DSM-9660)、輪枝菌屬對(Lecanicillium spp.),特別為菌株HRO LEC 12、蠟蚧輪枝菌(Lecanicillium lecanii)(從前已知為臘蚧輪刺孢菌(Verticillium lecanii)),特別為菌株KV01、黑殭菌(Metarhizium anisopliae),特別為菌株F52(DSM3884/ATCC 90448)、核果梅奇醛母(Metschnikowia fructicola),特別為菌株NRRL Y-30752、玫煙色擬青黴菌(Paecilomyces fumosoroseus)(現在: 玫煙色擬青黴菌(Isaria fumosorosea)),特別為菌株IFPC 200613或菌株Apopka 97(寄存編號ATCC 20874)、淡紫擬青黴菌(Paecilomyces lilacinus),特別為淡紫擬青黴菌菌株251(AGAL 89/030550)、黃藍狀菌(Talaromyces flavus),特別為菌株V117b、深綠木黴(Trichoderma atroviridc),特別為菌株SC1(寄存編號CBS 122089)、木黴菌(Trichoderma harzianum),特別為哈氏木黴菌(T.harzianum rifai)T39(寄存編號CNCM I-952)。 Examples of fungi and yeast that are used or can be used as biological pesticides are: Beauveria bassiana, especially strain ATCC 74040, Coniothyrium minitans, especially strain CON/M/91-8 (accession number DSM-9660), Verticillium spp (Lecanicillium spp) .), especially strain HRO LEC 12, Lecanicillium lecanii (formerly known as Verticillium lecanii), especially strain KV01, Metarhizium anisopliae, special It is strain F52 (DSM3884/ATCC 90448), Metschnikowia fructicola, especially strain NRRL Y-30752, Paecilomyces fumosoroseus (now: Isaria fumosorosea, especially strain IFPC 200613 or strain Apopka 97 (accession number ATCC 20874), Paecilomyces lilacinus, especially Pseudomonas pallidum strain 251 (AGAL 89) /030550), Talaromyces flavus, especially strain V117b, Trichoderma atroviridc, especially strain SC1 (accession number CBS 122089), Trichoderma harzianum, especially Hastelloy Mold (T.harzianum rifai) T39 (registration number CNCM I-952).
用作或可用作為生物除害劑之病毒的實例為:蘋果小捲葉蛾(Adoxophyes orana)(夏季水果捲葉蛾(summer fruit tortrix))顆粒症病毒(GV)、蘋果蠹蛾(Cydia pomonella)(蘋果蠹蛾(codling moth))顆粒症病毒(GV)、番茄夜蛾(Helicoverpa armigera)(棉花暝蛉(cotton bollworm))核型多角體病毒(NPV)、甜菜夜蛾(Spodoptera exigua)(甜菜夜蛾(beet armyworm))Mnpv、秋夜盜蛾(Spodoptera frugiperda)(秋夜盜蛾(fall armyworm))mNPV、非洲棉葉蟲蛾(Spodoptera littoralis)(非洲棉葉蟲蛾(African cotton leafworm))NPV。 Examples of viruses that are used or can be used as biological pesticides are: Adoxophyes orana (summer fruit tortrix) granulovirus (GV), Cydia pomonella (apple pomonella) (codling moth)) granulovirus (GV), Helicoverpa armigera (cotton bollworm) nuclear polyhedrosis virus (NPV), beet armyworm (Spodoptera exigua) (beet armyworm (beet) Armyworm)) Mnpv, Spodoptera frugiperda (fall armyworm) mNPV, Spodoptera littoralis (African cotton leafworm) NPV.
亦包括作為〝接種物〞添加至植物或植物部份或植物組織且由於彼等特別的性質而促進植物生長及健康的細菌和真菌。可述及之其實例為:農桿菌屬(Agrobacterium spp.)、莖瘤固氮根瘤菌(Azorhizobium caulinodans)、固氮螺旋菌(Azospirillum spp.)、固氮菌屬(Azotobacter spp.)、慢生根瘤菌屬(Bradyrhizobium spp.)、伯克霍德氏菌(Burkholderia spp.),特別為洋蔥假單胞菌(Burkholderia cepacia)(從前已知為蔥頭假單孢菌(Pseudomonas cepacia))、大孢子屬(Gigaspora spp.)或單孢巨孢囊霉(Gigaspora monosporum)、根繡球菌(Glomus spp.)、賭蘑屬(Laccaria spp,)、布赫內氏乳桿菌(Lactobacillus buchneri)、擬繡球菌屬(Paraglomus spp.)、豆包菌(Pisolithus tinctorus)、假單胞菌屬(Pseudomonas spp.)、根瘤菌屬(Rhizobium spp.),特別 為三葉草根瘤菌(Rhizobium trifolii)、鬚腹菌屬(Rhizopogon spp.)、硬皮馬勃菌(Scleroderma spp.)、乳牛肝菌屬(Suillus spp.)、鏈黴菌屬(Streptomyces spp)。 Also included are bacteria and fungi that are added to plants or plant parts or plant tissues as inoculum inoculum and that promote plant growth and health due to their particular properties. Examples thereof may be: Agrobacterium spp., Azorhizobium caulinodans, Azospirillum spp., Azotobacter spp., Rhizobium sp. (Bradyrhizobium spp.), Burkholderia spp., especially Burkholderia cepacia (formerly known as Pseudomonas cepacia), genus genus (Gigaspora) Spp.) or Gigaspora monosporum, Glomus spp., Laccaria spp, Lactobacillus buchneri, Paraglomus Spp.), Pisolithus tinctorus, Pseudomonas spp., Rhizobium spp., special It is Rhizobium trifolii, Rhizopogon spp., Scleroderma spp., Suillus spp., Streptomyces spp.
用作或可用作為生物除害劑之植物萃取物及由微生物所形成的產物(包括蛋白質和二級代謝物)的實例為:大蒜種球(Allium sativum)、苦艾(Artemisia absinthium)、印楝素(azadirachtin)、Biokeeper WP、肉桂微黑(Cassia nigricans)、苦皮藤(Celastrus angulatus)、臭杏(Chenopodium anthelminticum)、甲殼素(chitin)、Armour-Zen、綿馬(Dryopteris filix-mas)、問荊草(Equisetum arvense)、Fortune Aza、Fungastop、Heads Up(藜麥皂素萃取物(Chenopodium quinoa saponin extract))、除蟲菊屬/除蟲菊酯(pyrethrrm/pyrethrins)、可木(Quassia amara))、櫟樹屬(Quercus)、皂樹皮(Quillaja)、Regalia、〝RequiemTM殺昆蟲劑〞、毒魚藤素(rotenone)、魚尼丁/利阿諾定(ryania/ryanodine)、紫草葉(Symphytum officinale)、艾菊(Tanacetum vulgare)、百里酚、Triact 70、TriCon、金蓮花(Tropaeulum majus)、異株蕁麻(Urtica dioica)、藜蘆鹼(Veratrin)、槲寄生(Viscum album)、十字花科(Brassicaceae)萃取物,特別為油菜粉或芥末粉。 Examples of plant extracts used as biocides and products formed by microorganisms, including proteins and secondary metabolites, are: Allium sativum, Artemisia absinthium, Neem Azadirachtin, Biokeeper WP, Cassia nigricans, Celastrus angulatus, Chenopodium anthelminticum, chitin, Armour-Zen, Dryopteris filix-mas, Equisetum arvense, Fortune Aza, Fungastop, Heads Up (Chenopodium quinoa saponin extract), Pyrethrum/pyrethrins, Quasisia amara )), Quercus, Quillaja, Regalia, 〝Requiem TM insecticide rot, rotenone, ryania/ryanodine, comfrey ( Symphytum officinale), Tanacetum vulgare, thymol, Triact 70, TriCon, Tropaeulum majus, Urtica dioica, Veratrin, Viscum album, cross Brassicaceae extract Especially as rapeseed meal or mustard powder.
式(I)化合物可與安全劑組合,諸如解草酮(benoxacor)、解毒喹(cloquintocet(-mexyl))、解草胺腈(cyometrinil)、賽磺醯胺(cyprosulfamide)、二氯丙烯胺(dichlormid)、解草唑(fenchlorazole)-乙酯、解草啶(fenclorim)、解草胺(flurazole)、氟草肟(fluxofenim)、解草唑(furilazole)、雙苯唑酸(isoxadifen)-乙酯、吡唑解草酯(mefenpyr)-二乙酯)、萘酸酐、解草腈(oxabetrinil)、2-甲氧基-N-({4-[(甲基胺甲醯基)胺基]苯基}磺醯基)苯甲醯胺 (CAS 129531-12-0))、4-(二氯乙醯基)-1-氧雜-4-氮雜螺[4.5]癸烷(CAS 71526-07-3))、2,2,5-三甲基-3-(二氯乙醯基)-1,3-唑啶(CAS 52836-31-4)。 The compound of formula (I) may be combined with a safener such as benoxacor, cloquintocet (-mexyl), cyometrinil, cyprosulfamide, dichloropropenamide ( Dichlormid), fenchlorazole-ethyl ester, fenclorim, flurazole, fluxofenim, turfgrass Furilazole, diphenyl Isoxadifen-ethyl ester, mefenpyr-diethyl ester, naphthalic anhydride, oxabetrinil, 2-methoxy-N-({4-[(methylamine) Mercapto)amino]phenyl}sulfonyl)benzamide (CAS 129531-12-0)), 4-(dichloroethenyl)-1-oxa-4-azaspiro[4.5 ] decane (CAS 71526-07-3)), 2,2,5-trimethyl-3-(dichloroethenyl)-1,3- Azole (CAS 52836-31-4).
整株植物和植物部份係依照本發明處理。應瞭解植物在此意指整株植物及植物部分,諸如所欲及非所欲野生植物或作物植物,包括天然生成作物植物,例如穀類(小麥、稻米、黑小麥、大麥、裸麥、燕麥)、玉米、大豆、馬鈴薯、甜菜、甘蔗、蕃茄、黃瓜、甜瓜、胡蘿蔔、西瓜、洋蔥、萵苣、菠菜、韭菜、豆子、甘藍(例如包心菜)和其他蔬菜種類、棉花、煙草、油菜,及亦為果實植物(蘋果、梨、柑橘和葡萄藤)。作物植物可為藉由習知的育種及優化方法、或藉由生物科技和基因工程方法、或該等方法之組合而獲得的植物,包括基因轉殖植物及包括可受到或未受到品種產權(varietal property right)保護的植物變種。應瞭解植物意指所有的發展階段,諸如種子、幼苗、年輕(未成熟)植物到成熟植物。應瞭解植物部份意指植物在地上及地下的所有部份及組織,諸如苗芽、葉子、花和根,給予的實例為葉子、針、莖、幹、花、果實體、果實和種子,且亦為根、塊莖和根莖。植物部份亦包括收成之植物或收成之植物部份及生長和生殖播種原料,例如幼苗、塊莖、根莖、分株和種子。 The whole plant and plant parts are treated in accordance with the invention. It should be understood that a plant herein means whole plants and plant parts, such as desired and undesired wild plants or crop plants, including naturally occurring crop plants such as cereals (wheat, rice, triticale, barley, rye, oats). , corn, soybeans, potatoes, beets, sugar cane, tomatoes, cucumbers, melons, carrots, watermelons, onions, lettuce, spinach, leeks, beans, kale (eg cabbage) and other vegetable types, cotton, tobacco, canola, and also Fruit plants (apples, pears, citrus and vines). A crop plant can be a plant obtained by conventional breeding and optimization methods, or by biotechnological and genetic engineering methods, or a combination of such methods, including genetically transformed plants and including or without cultivar property rights ( Varietal property right) A plant variety that is protected. It should be understood that plants mean all stages of development, such as seeds, seedlings, young (immature) plants to mature plants. It should be understood that the plant part means all parts and tissues of plants on the ground and underground, such as sprouts, leaves, flowers and roots, examples of which are leaves, needles, stems, stems, flowers, fruit bodies, fruits and seeds. Also known as roots, tubers and rhizomes. The plant part also includes harvested plants or harvested plant parts and growth and reproductive sowing materials such as seedlings, tubers, rhizomes, ramets and seeds.
根據本發明以式(I)化合物處理植物和植物部份係以習知的處理方法直接進行或容許化合物在其周圍、環境或貯藏空間進行,例如藉由浸漬、噴灑、蒸發、氣霧化、散播、塗覆、注射,及在播種原料的例子中,特別在種子的例子中,亦藉由施予一或多層來進行。 The treatment of plants and plant parts with a compound of formula (I) according to the invention is carried out directly or by allowing the compound to be carried out in its surroundings, in the environment or in a storage space, for example by dipping, spraying, evaporating, aerosolizing, Dispersing, coating, injecting, and in the case of sowing materials, particularly in the case of seeds, are also carried out by administering one or more layers.
如已於上文所述,有可能根據本發明處理整株植物或其部份。在較佳的實施態樣中,處理野生植物及植物栽培品種、或那些藉由習知的生物育 種方法(諸如交配或原生質體融合)所獲得者,以及其部份。在更佳的實施態樣中,處理藉由基因工程方法(若適當時,與習知的方法組合)所獲得的基因轉殖植物及植物栽培品種(基因改造有機體),以及其部份。術語〝部份〞、〝植物的部份〞及〝植物部份〞已於上文解釋。使用本發明特別優先選擇處理個別於市場上慣常的植物栽培品種或那些使用中的植物。應瞭解植物栽培品種意指具有新性質(〝特質〞)且已藉由習知的育種、藉由突變形成或藉由重組DNA技術而獲得的植物。該等可為栽培品種、變種、生物型或基因型。 As already mentioned above, it is possible to treat whole plants or parts thereof according to the invention. In a preferred embodiment, the treatment of wild plants and plant cultivars, or those by conventional biological breeding The methods obtained, such as mating or protoplast fusion, and their parts. In a more preferred embodiment, the genetically transformed plants and plant cultivars (genetically modified organisms) obtained by genetic engineering methods (in combination with conventional methods, if appropriate), and parts thereof are treated. The terms 〝 part 〞, part of 〝 plant and part 〝 plant part have been explained above. The use of the present invention is particularly preferred for the treatment of individual plant cultivars that are customary on the market or those plants in use. It is to be understood that a plant cultivar means a plant having a novel property (〝 〝 〞) and which has been obtained by conventional breeding, by mutation formation or by recombinant DNA technology. These may be cultivars, varieties, biotypes or genotypes.
欲依照本發明優先處理的基因轉殖植物或植物栽培品種(那些藉由基因工程所獲得者)包括所有的植物,其通過基因改造而接收賦予該等植物特別有利且有用的性質(〝特質〞)之基因原料。該等性質的實例為更好的植物生長、增加對高溫或低溫的耐受性、增加對乾旱或水或土壤鹽度水平的耐受性、增強開花性能、容易收成、加速成熟、較高的產率、較高的品質及/或收成產品有較高的營養價值、更好的貯藏壽命及/或收成之產物的加工性。該等性質的更多且特別強調的實例為增加植物對抗動物和微生物害蟲之抗性,諸如對抗昆蟲、蜘蛛、線蟲、蟎、蛞蝓和蝸牛(由於例如在植物中所形成的毒素,特別為那些藉由來自蘇雲金芽孢桿菌的基因原料(例如藉由基因CryIA(a)、CryIA(b)、CryIA(c)、CryIIA、CryIIIA、CryIIIB2、Cry9c Cry2Ab、Cry3Bb和CryIF,以及其組合)而於植物中所形成的毒素),此外亦為增加植物對抗致植物病性真菌、細菌及/或病毒之抗性(由於例如整體所需抗性(SAR)、系統素、植物防禦素、激發子及亦由於抗性基因,及對應表現之蛋白質和毒素),及亦為增加植物對特定的除草活性化合物之耐受性,例如咪 唑啉酮、磺醯脲、草甘膦或草胺磷(phosphinotricin)(例如〝PAT〞基因)。賦予討論中的所欲特質之基因亦可彼此組合存在於基因轉殖植物中。可能述及之基因轉殖植物的實例包括重要的作物植物,諸如穀類(小麥、稻米、黑小麥、大麥、裸麥、燕麥)、玉米、大豆、馬鈴薯、甜菜、甘蔗、蕃茄、豌豆和其他類型的蔬菜、棉花、煙草、油菜,及亦為果實植物(水果類蘋果、梨、柑橘和葡萄藤),特別強調玉米、大豆、小麥、稻米、馬鈴薯、棉花、甘蔗、煙草和油菜。特別強調的特質為增加植物對昆蟲、蜘蛛綱、線蟲、蛞蝓和蝸牛之抗性。 Genetically transgenic plants or plant cultivars (those obtained by genetic engineering) to be preferentially treated in accordance with the present invention include all plants which are genetically engineered to receive properties which are particularly advantageous and useful to such plants (〝 〝 〞 ) genetic material. Examples of such properties are better plant growth, increased tolerance to high or low temperatures, increased tolerance to drought or water or soil salinity levels, enhanced flowering performance, easy harvesting, accelerated maturation, and higher Yield, higher quality and/or harvest products have higher nutritional value, better shelf life and/or processability of the harvested product. More and particularly emphasized examples of such properties are increasing the resistance of plants to animal and microbial pests, such as against insects, spiders, nematodes, mites, mites and snails (due to, for example, toxins formed in plants, especially those By using a genetic material from Bacillus thuringiensis (for example, by the genes CryIA (a), CryIA (b), CryIA (c), CryIIA, CryIIIA, CryIIIB2, Cry9c Cry2Ab, Cry3Bb, and CryIF, and combinations thereof) in plants The toxins formed), in addition to increasing the resistance of plants against phytopathogenic fungi, bacteria and/or viruses (due to, for example, overall desired resistance (SAR), systemin, plant defensins, elicitors and also due to Resistance genes, and corresponding proteins and toxins), and also to increase the tolerance of plants to specific herbicidal compounds, such as Oxazolinone, sulfonylurea, glyphosate or phosphinotricin (eg, 〝PAT〞 gene). The genes that confer the desired traits in the discussion can also be present in combination with each other in the gene transfer plant. Examples of genetically transgenic plants that may be mentioned include important crop plants such as cereals (wheat, rice, triticale, barley, rye, oats), corn, soybeans, potatoes, beets, sugar cane, tomatoes, peas, and other types. Vegetables, cotton, tobacco, canola, and also fruit plants (fruit apples, pears, citrus and vines), with special emphasis on corn, soybeans, wheat, rice, potatoes, cotton, sugar cane, tobacco and canola. A special emphasis is placed on increasing the resistance of plants to insects, arachnids, nematodes, mites and snails.
以式(I)化合物處理植物和植物部份係使用習知的處理方法直接進行或藉由在其周圍、環境或貯藏空間進行來進行,例如藉由浸漬、噴灑、霧化、灌溉、蒸發、噴粉、氣霧化、撒佈、發泡、噴塗、散佈、注射、灑水(澆灌)、滴藥灌溉,及在播種原料的例子中,特別在種子的例子中,另外以用於乾式種子處理的粉末、用於乾式種子處理的溶液、用於漿液處理的水溶性粉末、藉由包覆、藉由塗上一或多層等等。此外,有可能以超低容量法施予式(I)化合物,或以施予形式或式(I)化合物本身注入土壤中。 The treatment of plants and plant parts with the compounds of formula (I) is carried out directly or by means of their surroundings, environment or storage space, for example by dipping, spraying, atomizing, irrigating, evaporating, Powdering, aerosolizing, spreading, foaming, spraying, spreading, injecting, watering (watering), drip irrigation, and in the case of sowing materials, especially in the case of seeds, for dry seeds Treated powder, solution for dry seed treatment, water soluble powder for slurry treatment, by coating, by coating one or more layers, and the like. Furthermore, it is possible to administer the compound of the formula (I) in an ultra-low volume method, or to inject it into the soil in the form of administration or the compound of the formula (I) itself.
較佳的直接處理植物為施予樹葉,亦即將式(I)化合物施予樹葉,其中處理頻率及施予率應根據討論中的害蟲侵襲程度來調整。 Preferably, the plant is directly treated to the leaves, and the compound of formula (I) is applied to the leaves, wherein the frequency of treatment and the rate of application are adjusted according to the degree of pest attack in question.
在全面性活性化合物的例子中,式(I)化合物係經由根系統進入植物。接著植物係藉由式(I)化合物作用於植物棲息處來處理。這可例如藉由澆灌或混合至土壤或營養液中而做到,亦即將植物的所在地(例如土壤或水耕系統)以液體形式的式(I)化合物灌注,或藉由土壤施予而做到,亦即將呈固體形式(例如呈粒劑形式)的式(I)化合物引入植物所在地。在水稻作物的例子中, 這可藉由計量供給呈固體施予形式(例如呈粒劑)的式(I)化合物至水稻田中而做到。 In the case of a comprehensive active compound, the compound of formula (I) is introduced into the plant via the root system. The plant system is then treated by the action of a compound of formula (I) on the plant habitat. This can be done, for example, by watering or mixing into the soil or nutrient solution, ie pouring the plant's location (eg soil or hydroponic system) in liquid form with a compound of formula (I) or by applying soil. The compound of formula (I), which is also about to be in solid form (for example in the form of granules), is introduced into the locus of the plant. In the case of rice crops, This can be done by metering a compound of formula (I) in solid form (for example as a granule) into a rice field.
長期以來已知藉由處理植物種子來控制動物害蟲,且此控制為不斷改進的議題。然而,種子的處理引起一系列總是無法以令人滿意的方式解決之問題。因此,希望發展出在貯藏期間、在播種之後或在植物出苗之後免除或至少顯著地減少額外施予除害劑以保護種子及發芽植物之方法。此外,希望所使用的活性化合物量最優化,以此方式提供種子及發芽植物最優化保護而免於動物害蟲的攻擊,但是所使用的活性化合物不傷害植物本身。用於處理種子之方法亦應特別慮及抗害蟲性或耐害蟲性基因轉殖植物的固有殺蟲或殺線蟲性質,以便使用最少的除害劑達成種子及發芽植物的最優化保護。 It has long been known to control animal pests by treating plant seeds, and this control is an issue of continuous improvement. However, the handling of seeds causes a series of problems that cannot always be resolved in a satisfactory manner. Accordingly, it would be desirable to develop methods for exempting or at least significantly reducing the additional administration of pesticides to protect seeds and germinating plants during storage, after sowing, or after emergence of the plants. Furthermore, it is desirable to optimize the amount of active compound used in such a way as to provide optimal protection of the seed and germinating plants from attack by animal pests, but the active compound used does not harm the plants themselves. The method for treating seeds should also take into account, in particular, the inherent insecticidal or nematicidal properties of pest-resistant or pest-resistant genetically transgenic plants in order to achieve optimal protection of seeds and germinating plants with minimal pesticides.
本發明因此亦特別關於保護種子及發芽植物免於害蟲攻擊之方法,其係藉由以式(I)化合物中之一者處理種子。用於保護種子及發芽植物免於害蟲攻擊之根據本發明的方法另外包含其中將種子以式(I)化合物及混合組份同時於一次操作中處理或相繼處理之方法。該方法亦包含其中將種子以式(I)化合物及混合組份於不同的時間處理之方法。 The invention therefore also relates in particular to a method for protecting seed and germinating plants from pest attack by treating the seed with one of the compounds of formula (I). The method according to the invention for protecting seed and germinating plants from pest attack additionally comprises a method in which the seed is treated with the compound of formula (I) and the mixed component simultaneously in one operation or successively. The method also includes a method in which the seed is treated with the compound of formula (I) and the mixed component at different times.
本發明同樣關於式(I)化合物處理種子以保護種子及所得植物免於動物害蟲之用途。 The invention likewise relates to the use of a compound of formula (I) for treating seed to protect the seed and the resulting plant from animal pests.
此外,本發明關於已根據本發明的式(I)化合物處理而予以保護免於動物害蟲之種子。本發明亦關於同時以式(I)化合物及混合組份處理之種子。本發明另外關於已在不同時間經式(I)化合物及混合組份處理之種子。在種子已在不同時間經式(I)化合物及混合組份處理的例子中,個別物質可以不 同的層存在於種子上。在此包含式(I)化合物及混合組份的層可視需要以中間層分開。本發明亦有關其中已施予成為塗層的一部分或成為除了塗層以外的另一層或更多層的式(I)化合物及混合組份之種子。 Furthermore, the present invention relates to seeds which have been protected from animal pests by treatment with a compound of formula (I) according to the invention. The invention also relates to seeds which are treated simultaneously with the compound of formula (I) and the mixed components. The invention further relates to seeds which have been treated with the compound of formula (I) and the mixed components at different times. In the case where the seed has been treated with the compound of formula (I) and the mixed component at different times, the individual substance may not The same layer is present on the seed. The layer comprising the compound of formula (I) and the mixed component herein may optionally be separated by an intermediate layer. The invention also relates to seeds of the compound of formula (I) and mixed components in which a portion of the coating has been applied or which is another layer or layers other than the coating.
此外,本發明關於在以式(I)化合物處理之後進行包膜程序以防止在種子上的灰塵磨耗之種子。 Furthermore, the present invention relates to seeds which are subjected to a coating procedure after treatment with a compound of formula (I) to prevent dust abrasion on the seeds.
以全面性作用的式(I)化合物出現的優點之一在於種子的處理不僅保護種子本身而已,並亦保護在出苗之後的所得植物免於動物害蟲。以此方式,可免除在播種時或隨後旋即對作物的立即處理。 One of the advantages of the versatile compound of formula (I) is that the treatment of the seed not only protects the seed itself, but also protects the resulting plant after emergence from animal pests. In this way, immediate treatment of the crop at the time of sowing or immediately thereafter can be dispensed with.
應視為另一優點的是以式(I)化合物處理種子可提高經處理種子之發芽及出苗。 Another advantage that should be considered as the treatment of the seed with the compound of formula (I) is to increase the germination and emergence of the treated seed.
同樣視為優點的是式(I)化合物亦可特別用於基因轉殖種子。 It is also considered to be advantageous that the compounds of the formula (I) are also particularly useful for gene transfer seed.
此外,式(I)化合物可與傳訊技術之組成物或化合物組合使用,其導致共生體(例如根瘤菌、菌根及/或內生性細菌)更好的選殖,及/或導致最優化固氮作用。 Furthermore, the compounds of formula (I) can be used in combination with components or compounds of communication techniques which result in better colonization of symbionts (such as rhizobium, mycorrhiza and/or endophytic bacteria) and/or optimal nitrogen fixation. effect.
式(I)化合物適合於保護在農業、溫室、林業或園藝中使用的任何植物品種之種子。這特別是下列形式之種子:穀類(例如小麥、大麥、裸麥、小米和燕麥)、玉米、棉花、大豆、稻米、馬鈴薯、向日葵、咖啡、菸草、油菜花、油菜、甜菜(例如糖用甜菜和飼料甜菜)、花生、蔬菜(例如番茄、胡瓜、豆子、十字花科蔬菜、洋蔥和萵苣)、果實植物、草皮及觀賞植物。下列種子的處理具有特別的重要性:穀類(諸如小麥、大麥、裸麥和燕麥)、玉米、大豆、棉花、油菜籽、油菜、蔬菜和稻米。 The compounds of formula (I) are suitable for the protection of seeds of any plant variety used in agriculture, greenhouses, forestry or horticulture. This is especially the seeds of the following forms: cereals (eg wheat, barley, rye, millet and oats), corn, cotton, soybeans, rice, potatoes, sunflowers, coffee, tobacco, rape, rapeseed, beets (eg sugar beets) And feed beets), peanuts, vegetables (such as tomatoes, courgettes, beans, cruciferous vegetables, onions and lettuce), fruit plants, turf and ornamental plants. The treatment of the following seeds is of particular importance: cereals (such as wheat, barley, rye and oats), corn, soybeans, cotton, rapeseed, canola, vegetables and rice.
如已於上文所述,以式(I)化合物處理基因轉殖種子亦具有特別的重要性。這特別是通常包含至少一種控制特別具有殺昆蟲及/或殺線蟲性質的多肽表現之異源性基因的植物種子形式。在基因轉殖種子中的異源性基因可 源自微生物,諸如桿菌(Bacillus)、根瘤菌(Rhizobium)、假單胞菌(Pseudomonas)、沙雷氏菌(Serratia)、木黴菌(Trichoderma)、棒狀桿菌(Clavibacter)、菌根菌(Glomus)或膠狀青黴菌(Gliocladium)。本發明特別適合於處理包含至少一種源自桿菌屬的異源基因之基因轉殖種子。特別佳的是衍生自蘇雲金芽胞桿菌(Bacillus thuringiensis)的異源性基因。。 It has also been of particular importance to treat gene-transferred seeds with a compound of formula (I) as described above. This is in particular a plant seed form which usually comprises at least one heterologous gene which controls the expression of a polypeptide which has in particular insecticidal and/or nematicidal properties. a heterologous gene in a gene-transferred seed From microorganisms such as Bacillus, Rhizobium, Pseudomonas, Serratia, Trichoderma, Clavibacter, Glomus ) or Gliocladium. The invention is particularly suitable for the treatment of genetically transgenic seeds comprising at least one heterologous gene derived from the genus Bacillus. Particularly preferred are heterologous genes derived from Bacillus thuringiensis. .
在本發明的上下文中,式(I)化合物係施予種子。較佳地處理在處理期間呈足以避免傷害的穩定狀態之處子。通常可在收成與播種之間的任何時間點處理種子。通常所使用的種子已與植物分離且沒有穗軸、外殼、莖、表皮、毛或果肉。例如,有可能使用已收成、清洗且乾燥至容許貯藏的水分含量之種子。另一選擇地,亦有可能使用在乾燥之後已經例如水處理且接著再乾燥(例如蒸濺)之種子。在稻米種子的例子中,亦有可能使用已在例如水中預膨脹到至多特別階段(雞胸期(pigeon breast stage))之種子,刺激發芽及更均勻的出苗。 In the context of the present invention, the compound of formula (I) is administered to the seed. It is preferred to treat a stable state where it is sufficient to avoid injury during processing. Seeds can usually be treated at any point between harvest and seeding. The seeds typically used have been isolated from plants and have no cob, outer shell, stem, epidermis, hair or pulp. For example, it is possible to use seeds that have been harvested, washed, and dried to a moisture content that allows for storage. Alternatively, it is also possible to use seeds that have been treated, for example, with water after drying and then dried (e.g., steamed). In the case of rice seeds, it is also possible to use seeds that have been pre-expanded, for example, in water to at most special stages (pigeon breast stage), to stimulate germination and more uniform emergence.
當處理種子時,通常必須仔細選擇施予種子的式(I)化合物量及/或其他的添加劑量,以此方式對種子發芽沒有不利的影響,或不傷害所得植物。在特定的施予率下可展現植物毒性效應之活性化合物的例子中,必須特別確保如此。 When treating seeds, it is usually necessary to carefully select the amount of the compound of formula (I) to be applied to the seed and/or the amount of other additives in such a way that it does not adversely affect seed germination or damage the resulting plants. In the case of active compounds which exhibit phytotoxic effects at a particular rate of application, this must be ensured in particular.
式(I)化合物通常係以適合的調配物施予種子。適合於種子處理的調配物及方法為熟習本技術領域者已知。 The compound of formula (I) is typically administered to the seed in a suitable formulation. Formulations and methods suitable for seed treatment are known to those skilled in the art.
式(I)化合物可轉化成習知的種子敷料調配物,諸如溶液、乳液、懸浮液、粉劑、泡沫、漿液或用於種子的其他包膜組成物,且亦為ULV調配物。 The compounds of formula (I) can be converted into conventional seed dressing formulations such as solutions, emulsions, suspensions, powders, foams, slurries or other coating compositions for seed, and are also ULV formulations.
該等調配物係藉由將式(I)化合物與習知的添加劑混合的已知的方式製得,諸如與習知的增量劑及亦與溶劑或稀釋劑、著色劑、潤濕劑、分散劑、乳化劑、消泡劑、防腐劑、二次增稠劑、黏著劑、赤黴素及亦與水混合。 Such formulations are prepared by a known means of mixing a compound of formula (I) with conventional additives, such as with conventional extenders and also with solvents or diluents, colorants, wetting agents, Dispersing agents, emulsifiers, defoamers, preservatives, secondary thickeners, adhesives, gibberellins and also mixed with water.
可存在於可依照本發明使用的種子敷料調配物中的著色劑為就該等目的習知的所有著色劑。有可能使用難溶於水中的顏料或可溶於水中的顏料。實例包括以名稱若丹明(Rhodamin)B、C.I.顏料紅色112號和C.I.溶劑紅色1號已知的染料。 Colorants which may be present in a seed dressing formulation which may be used in accordance with the present invention are all colorants conventionally known for such purposes. It is possible to use pigments that are poorly soluble in water or pigments that are soluble in water. Examples include dyes known under the names Rhodamin B, C.I. Pigment Red No. 112 and C.I. Solvent Red No. 1.
可存在於依照本發明使用的種子敷料調配物中有用的潤濕劑為促進潤濕且習知用於農化活性化合物之調配物的所有物質。優先選擇使用萘磺酸烷酯,諸如萘磺酸二異丙酯-或二異丁酯。 Wetting agents which may be present in the seed dressing formulations for use in accordance with the present invention are all materials which promote wetting and are conventionally used in the formulation of agrochemically active compounds. Preference is given to using alkyl naphthalene sulfonates, such as diisopropyl naphthalene sulfonate or diisobutyl acrylate.
存在於依照本發明使用的種子敷料調配物中有用的分散劑及/或乳化劑為習知用於農化活性成分之調配物的所有非離子、陰離子和陽離子分散劑。優先選擇使用非離子或陰離子分散劑或非離子或陰離子分散劑之混合物。適合的非離子分散劑特別包括環氧乙烷/環氧丙烷嵌段聚合物、烷基苯酚聚乙二醇醚和三苯乙烯基苯酚聚乙二醇醚、及其磷酸化或硫酸化衍生物。適合的陰離子分散劑特別為木質磺酸鹽、聚丙烯酸鹽和芳基磺酸鹽/甲醛縮合物。 The dispersing agents and/or emulsifiers which are useful in the formulation of the seed dressings used in accordance with the invention are all nonionic, anionic and cationic dispersing agents customary for the formulation of agrochemical active ingredients. It is preferred to use a mixture of nonionic or anionic dispersants or nonionic or anionic dispersants. Suitable nonionic dispersants include, in particular, ethylene oxide/propylene oxide block polymers, alkylphenol polyglycol ethers and tristyrylphenol polyglycol ethers, and their phosphorylated or sulfated derivatives . Suitable anionic dispersants are, in particular, lignosulfonates, polyacrylates and arylsulfonate/formaldehyde condensates.
可存在於依照本發明使用的種子敷料調配物中的消泡劑為習知用於農化活性成分之調配物的所有泡沫抑制物質。優先使用聚矽氧烷消泡劑和硬脂酸鎂。 The antifoaming agents which may be present in the seed dressing formulations used in accordance with the invention are all suds suppressing substances which are conventionally used in the formulation of agrochemical active ingredients. Polyoxyalkylene defoamers and magnesium stearate are preferred.
可存在於依照本發明使用的種子敷料調配物中的防腐劑為就此等目的可用於農化組成物中的所有物質。實例包括二氯吩(dichlorophene)和苯甲醇半縮甲醛。 Preservatives which may be present in the seed dressing formulations used in accordance with the present invention are all materials which can be used in agrochemical compositions for such purposes. Examples include dichlorophene and benzyl alcohol hemiformal.
可存在於依照本發明使用的種子敷料調配物中的二次增稠劑為就此等目的可用於農化組成物中的所有物質。以纖維素衍生物、丙烯酸衍生物、黃原膠、經改質之黏土和細碎矽石較佳。 Secondary thickeners which may be present in the seed dressing formulations used in accordance with the present invention are all materials which can be used in agrochemical compositions for such purposes. Cellulose derivatives, acrylic acid derivatives, xanthan gum, modified clay and finely divided vermiculite are preferred.
可存在於依照本發明使用的黏著劑為可用於種子敷料產品中的所有習 知的結合劑。可以所述及之聚乙烯基吡咯啶酮、聚乙酸乙烯酯、聚乙烯醇和甲基纖維素(tylose)較佳。 Adhesives which may be present in accordance with the invention are all customary for use in seed dressing products Known binding agent. The polyvinylpyrrolidone, polyvinyl acetate, polyvinyl alcohol and tylose which may be mentioned are preferred.
可存在於依照本發明使用的種子敷料調配物中的赤黴素較佳為赤黴素A1、A3(=赤黴酸)、A4和A7;尤其較佳地使用赤黴酸。赤黴素為已知的化合物(參考R.Wegler "Chemie der Pflanzenschutz- and Schädlingsbekämpfungsmittel",vol.2,Springer Verlag,1970,pp.401-412)。 The gibberellins which may be present in the seed dressing formulations used according to the invention are preferably gibberellins A1, A3 (=gibberellic acid), A4 and A7; gibberellic acid is especially preferred. Gibberellins are known compounds (cf. R. Wegler "Chemie der Pflanzenschutz- and Schädlingsbekämpfungsmittel", vol. 2, Springer Verlag, 1970, pp. 401-412).
依照本發明使用的種子敷料調配物可直接或事先以水稀釋之後用於處理各種廣泛不同種類的種子。例如,濃縮物或自其以水稀釋可獲得的製劑可用於塗敷下列種子:穀類(諸如小麥、大麥、黑麥、燕麥和黑小麥),以及玉米、稻米、油菜、豌豆、豆子、棉花、向日癸、大豆和甜菜的種子,或其他各種廣泛不同種類的蔬菜種子。依照本發明使用的種子敷料調配物,或其稀釋的使用型式亦可用於塗敷基因轉殖植物之種子。 The seed dressing formulations used in accordance with the present invention can be used to treat a wide variety of different types of seeds either directly or in advance after dilution with water. For example, a concentrate or a formulation obtainable from it diluted with water can be used to coat the following seeds: cereals (such as wheat, barley, rye, oats, and triticale), as well as corn, rice, canola, peas, beans, cotton, Seeds to sundial, soybeans and beets, or a variety of other widely diverse vegetable seeds. Seed dressing formulations for use in accordance with the present invention, or diluted forms thereof, can also be used to coat seeds of genetically modified plants.
依照本發明使用的種子敷料調配物或藉由添加水而自其製備的使用型式處理種子時,可使用習知用於種子塗敷的所有混合單元。特定言之,種子塗敷程序係將種子分批或以連續操作放入混合器中,添加特定的所欲量之種子敷料調配物(以其原樣子或事先以水稀釋之後)且將全部混合,直到調配物均勻地分佈於種子上為止。若適當時,隨後進行乾燥操作。 When the seed dressing formulation used in accordance with the present invention or the type treated seed prepared therefrom by the addition of water is used, all of the mixing units conventionally used for seed coating can be used. In particular, the seed coating procedure places the seeds in a batch or in a continuous operation in a mixer, adding a specific desired amount of the seed dressing formulation (as it is or after dilution with water in advance) and mixing all Until the formulation is evenly distributed on the seed. If appropriate, a drying operation is then carried out.
依照本發明使用的種子敷料調配物之施予率可在相當寬廣的範圍內改變。施予率係以調配物中的式(I)化合物之特定含量及種子所支配。式(I)化合物之施予率通常係介於每公斤種子0.001與50克之間,較佳為介於每公斤種子0.01與15克之間。 The rate of application of the seed dressing formulations used in accordance with the present invention can vary over a relatively wide range. The rate of application is governed by the specific level of the compound of formula (I) and the seed in the formulation. The rate of administration of the compound of formula (I) is generally between 0.001 and 50 grams per kg of seed, preferably between 0.01 and 15 grams per kilogram of seed.
在動物健康領域中,亦即在獸醫用藥領域中,式(I)化合物具有抗動物 寄生蟲的活性,特別為體外寄生蟲或體內寄生蟲。術語體內寄生蟲特別包括蠕蟲和原生動物,諸如球蟲(coccidia)。體外寄生蟲通常且較佳為節肢動物,尤其為昆蟲和蟎。 In the field of animal health, ie in the field of veterinary medicine, the compounds of formula (I) have anti-animals Parasite activity, especially for ectoparasites or endoparasites. The term endoparasite includes in particular helminths and protozoa, such as coccidia. Extracorporeal parasites are usually and preferably arthropods, especially insects and mites.
在獸醫用藥領域中,具有利的溫血毒性之式(I)化合物適合於控制出現在動物養殖和畜牧業的家畜、育種動物、動物園動物、實驗室動物和家養動物中的寄生蟲。該等化合物具有對抗所有或特定發展階段之寄生蟲的活性。 In the field of veterinary medicine, the compounds of formula (I) which have beneficial warm-blood toxicity are suitable for controlling parasites in domestic animals, breeding animals, zoo animals, laboratory animals and domestic animals which are present in animal husbandry and animal husbandry. These compounds have activity against parasites at all or specific stages of development.
農業牲畜包括例如哺乳動物,諸如綿羊、山羊、馬、驢、駱駝、水牛、兔子、馴鹿、扁角鹿(fallow deers),且特別為牛和豬;或家禽,諸如火雞、鴨、鵝,且特別為雞;魚和例如水產養殖之甲殼類動物;及亦為昆蟲,諸如蜜蜂。 Agricultural livestock include, for example, mammals such as sheep, goats, horses, donkeys, camels, buffalos, rabbits, reindeer, fallows, and especially cattle and pigs; or poultry such as turkeys, ducks, geese, and Especially for chickens; fish and crustaceans such as aquaculture; and also insects such as bees.
家養動物包括例如哺乳動物,諸如倉鼠、天竺鼠、大鼠、小鼠、南美栗鼠、雪貂,且特別為狗、貓;籠養鳥類、爬蟲、兩棲類動物和觀賞魚類。 Domestic animals include, for example, mammals such as hamsters, guinea pigs, rats, mice, chinchillas, ferrets, and particularly dogs, cats; caged birds, reptiles, amphibians, and ornamental fish.
根據較佳的實施態樣,將式(I)化合物投予哺乳動物。 According to a preferred embodiment, the compound of formula (I) is administered to a mammal.
根據另一較佳的實施態樣,將式(I)化合物投予鳥類,亦即籠養鳥類,且特別為家禽。 According to another preferred embodiment, the compound of formula (I) is administered to birds, i.e. caged birds, and in particular to poultry.
意欲藉由使用控制動物寄生蟲的式(I)化合物減少或預防疾病、死亡個案和性能降低(在肉、奶、毛、皮、蛋、蜂蜜和類似者的例子中),使得能夠更經濟及更簡單的動物飼養,且可達成更好的動物福祉。 It is intended to be more economical by reducing or preventing disease, death, and performance degradation (in the case of meat, milk, hair, hide, eggs, honey, and the like) by using a compound of formula (I) that controls animal parasites. Simpler animal feeding and better animal welfare.
如本文所使用關於動物健康領域之術語〝控制(control)〞或〝控制(controlling)〞意指式(I)化合物有效使以此等寄生蟲感染之動物中的特定寄生蟲之發生率減少至無害的程度。更特定言之,如本文所使用的〝控制(control)〞意指式(I)化合物有效殺死個別的寄生蟲、抑制其生長或抑制其繁殖。 As used herein with respect to the field of animal health, the term "control" or "controlling" means that the compound of formula (I) is effective to reduce the incidence of specific parasites in animals infected with such parasites to The degree of harmlessness. More specifically, 〝 control as used herein means that the compound of formula (I) is effective in killing individual parasites, inhibiting their growth or inhibiting their reproduction.
節肢動物包括:來自蝨目(Anoplurida),例如血蝨屬(Haematopinus spp.)、毛蝨屬(Linognathus spp.)、蝨屬(Pediculus spp.)、陰蝨屬(Phtirus spp.)、牛蝨屬(Solenopotes spp.);來自食毛目(Mallophagida)及鈍角亞目(Amblycerina)和絲角亞目(Ischnocerina),例如毛羽蝨屬(Trimenopon spp.)、禽羽蝨屬(Menopon spp.)、巨毛蝨屬(Trinoton spp.)、牛羽蝨屬(Bovicola spp.)、畜蝨屬(Werneckiella spp.)、勒蝨屬(Lepikentron spp.)、牛仔食蟲虻屬(Damalina spp.)、嚙毛蝨屬(Trichodectes spp.)、貓羽蝨屬(Felicola spp.);來自雙翅目(Diptera)及長角亞目(Nematocerina)和短角亞目(Brachycerina),例如斑蚊屬(Aedes spp.)、瘧蚊屬(Anopheles spp.)、家蚊屬(Culex spp.)、蚋屬(Simulium spp.)、真蚋屬(Eusimulium spp.)、白蛉屬(Phlebotomus spp.)、羅蛉屬(Lutzomyia spp.)、庫蠓屬(Culicoides spp.)、斑虻屬(Chrysops spp.)、短蚋屬(Odagmia spp.)、維蚋屬(Wilhelmia spp.)、瘤虻屬(Hybomitra spp.)、黄虻屬(Atylotus spp.)、虻屬(Tabanus spp.)、麻虻屬(Haematopota spp.)、菲蠓屬(Philipomyia spp.)、蜂虱蠅屬(Braula spp.)、家蠅屬(Musca spp.)、齒股蠅屬(Hydrotaea spp.)、廄蠅屬(Stomoxys spp.)、血蠅屬(Haematobia spp.)、莫蠅屬(Morellia spp.)、廁蠅屬(Fannia spp.)、舌蠅屬(Glossina spp.)、麗蠅屬(Calliphora spp.)、綠蠅屬(Lucilia spp.)、金蠅屬(Chrysomyia spp.)、污蠅屬(Wohlfahrtia spp.)、肉蠅屬(Sarcophaga spp.)、狂蠅屬(Oestrus spp.)、皮蠅屬(Hypoderma spp.)、胃蠅屬(Gasterophilus spp.)、蝨蠅屬(Hippobosca spp.)、鹿蝨蠅屬(Lipoptena spp.)、蜱蠅屬(Melophagus spp.)、鼻狂蠅屬(Rhinoestrus spp.)、大蚊屬(Tipula spp.);來自蚤目(Siphonapterida),例如蚤屬(Pulex spp.)、櫛頭蚤屬(Ctenocephalides spp.)、潛蚤屬(Tunga spp.)、鼠蚤屬(Xenopsylla spp.)、角葉蚤屬(Ceratophyllus spp.); 來自異翅目(Heteropterida),例如臭蟲屬(Cimex spp.)、獵蝽屬(Triatoma spp.)、紅獵蝽屬(Rhodnius spp.)、錐蝽屬(Panstrongylus spp.);以及來自蠊目(Blattarida)的滋擾和衛生性害蟲。 Arthropods include: from the order Anoplurida, such as Haematopinus spp., Linognathus spp., Pediculus spp., Phtirus spp., Burdock (Solenopotes spp.); from Mallophagida and Amblycerina and Ischnocerina, such as Trimenopon spp., Menopon spp., giant Trioton spp., Bovicola spp., Werneckiella spp., Lepikentron spp., Damalina spp., hairy Trichodectes spp., Felicola spp.; from Diptera and Nematocerina and Brachycerina, such as Aedes spp. ), Anopheles spp., Culex spp., Simulium spp., Eusimulium spp., Phlebotomus spp., Rhododendron Lutzomyia spp.), Culicoides spp., Chrysops spp., Odagmia spp., Wilhelmia spp., Hybomitra spp. Astragalus (A Tylotus spp.), Tabanus spp., Haematopota spp., Philipomyia spp., Braula spp., Musca spp. Hydrotaea spp., Stomoxys spp., Haematobia spp., Morellia spp., Fannia spp., Trussia Glossina spp.), Calliphora spp., Lucilia spp., Chrysomyia spp., Wohlfahrtia spp., Sarcophaga spp. Oestrus spp., Hypoderma spp., Gasterophilus spp., Hippotosca spp., Lipoptena spp., genus Melophagus spp.), Rhinoestrus spp., Tipula spp.; from Siphonapterida, such as Pulex spp., Ctenocephalides spp. Tunga spp., Xenopsylla spp., Ceratophyllus spp.; From Heteropterida, such as Cimex spp., Triatoma spp., Rhodnius spp., Panstrongylus spp.; and from the order Blattarida) nuisance and hygienic pests.
節肢動物另外包括:來自蜱蟎亞綱(Acari(Acarina))及後氣門亞目(Metastigmata),例如來自軟蜱科(argasidae)家族,如銳緣蜱屬(Argas spp.)、鈍緣蜱屬(Ornithodorus spp.)、耳蜱屬(Otobius spp.),來自硬蜱科(Ixodidae)家族,如硬蜱屬(Ixodes spp.)、花蜱屬(Amblyomma spp.)、扇頭蜱屬(Rhipicephalus(牛蜱屬(Boophilus))spp)、革蜱屬(Dermacentor spp.)、血蜱屬(Haemophysalis spp.)、璃眼蜱屬(Hyalomma spp.)、扇頭蜱屬(多宿主蜱的原屬);來自中氣門蟎目(mesostigmata),如刺皮蟎屬(Dermanyssus spp.)、禽刺蟎屬(Ornithonyssus spp.)、肺刺蟎屬(Pneumonyssus spp.)、耳蟎屬(Raillietia spp.)、肺刺蟎屬(Pneumonyssus spp.)、胸孔蟎屬(Sternostoma spp.)、瓦蟎屬(Varroa spp.)、蟎屬(Acarapis spp.);來自輻蟎亞目(Actinedida)(前氣門亞目(Prostigmata)),例如蟎屬(Acarapis spp.)、姬螯蟎屬(Cheyletiella spp.)、禽螯蟎屬(Ornithocheyletia spp.)、肉蟎屬(Myobia spp.)、瘡蟎屬(Psorergates spp.)、毛囊蟎屬(Demodex spp.)、恙蟎屬(Trombicula spp.)、新恙蟎屬(Neotrombiculla spp.)、牦蟎屬(Listrophorus spp.);及來自粉蟎亞目(Acaridida)(無氣門亞目(Astigmata)),例如粉蟎屬(Acarus spp.)、食酪蟎屬(Tyrophagus spp.)、嗜木蟎屬(Caloglyphus spp.)、頸下蟎屬(Hypodectes spp.)、翅蟎屬(Pterolichus spp.)、癢蟎屬(Psoroptes spp.)、足癢蟎屬(Chorioptes spp.)、耳癢蟎屬(Otodectes spp.)、疥蟎屬(Sarcoptes spp.)、痂蟎屬(Notoedres spp.)、腳蟎屬(Knemidocoptes spp.)、胞蟎屬(Cytodites spp.)、雞雛蟎屬(Laminosioptes spp.)。 Arthropods additionally include: Acari (Acarina) and Metastamata, such as from the family Argasidae, such as Argas spp., blunt (Ornithodorus spp.), Otobius spp., from the family Ixodidae, such as Ixodes spp., Amblyomma spp., Rhipicephalus (Rhipicephalus) Boophilus spp), Dermacentor spp., Haemophysalis spp., Hyalomma spp., Fan genus (original genus of multi-hosted genus) From the mesostigmata, such as Dermanyssus spp., Ornithonyssus spp., Pneumonyssus spp., Raillietia spp. Pneumonyssus spp., Sternostoma spp., Varroa spp., Acarapis spp.; from Actinedida (pre-valve suborder) (Prostigmata)), for example, Acarapis spp., Cheyletiella spp., Ornithocheyletia spp., Myobia spp., Psorergate s spp.), Demodex spp., Trombula spp., Neotrombiculla spp., Listrophorus spp.; and from Acaridida (Astigmata), such as Acarus spp., Tyrophagus spp., Caloglyphus spp., Hypodectes spp. , Pterolichus spp., Psoroptes spp., Chorioptes spp., Otodectes spp., Sarcoptes spp., 痂螨Genus (Notoedres spp.), Knemidocoptes spp., Cytodites spp., Laminosioptes spp.
寄生性原生動物包括: 毛蟲綱(Mastigophora)(鞭毛蟲綱(Flagellata)),諸如錐蟲科(Trypanosomatidae),例如布氏錐蟲(Trypanosoma b.brucei)、布氏岡比亞錐蟲(T.b.gambiense)、布氏羅得西亞錐蟲(T.b.rhodesiense)、剛果錐蟲(T.congolense)、庫氏錐蟲(T.cruzi)、伊氏錐蟲(T.evansi)、馬錐蟲(T.equinum)、路氏錐蟲(T.lewisi)、魚錐蟲(T.percae)、猿猴錐蟲(T.simiae)、活動錐蟲(T.vivax)、利什曼原蟲(Leishmania brasiliensis)、路氏利什曼原蟲(L.donovani)、熱帶利什曼原蟲(L.tropica),諸如毛滴蟲科(Trichomonadidae),例如梨形鞭毛蟲(Giardia lamblia)、犬賈第蟲(G.canis);肉質鞭毛蟲門(Sarcomastigophora)(根足亞綱(Rhizopoda)),諸如內變形蟲科(Entamoebidae),例如痢疾內變形蟲(Entamoeba histolytica),赫氏變形蟲科(Hartmanellidae),例如有棘變形蟲屬(Acanthamoeba sp.)、荷氏變形蟲屬(Harmanella sp.);頂複動物亞門(Apicomplexa)(孢子蟲綱(Sporozoa)),諸如艾美球蟲科(Eimeridae),例如堆型艾美球蟲(Eimeria acervulina)、腺樣艾美球蟲(E.adenoides)、阿拉巴馬艾美球蟲(E.alabamensis)、鴨艾美球蟲(E.anatis)、鵝艾美球蟲(E.anserina)、阿洛英艾美球蟲(E.arloingi)、阿沙塔艾美球蟲(E.ashata)、奥博艾美球蟲(E.auburnensis)、牛艾美球蟲(E.bovis)、布氏艾美球蟲(E.brunetti)、大艾美球蟲(E.canis)、栗鼠艾美球蟲(E.chinchillae)、魚艾美球蟲(E.clupearum)、鴿艾美球蟲(E.columbae)、彎曲艾美球蟲(E.contorta)、槌狀艾美球蟲(E.crandalis)、戴氏艾美球蟲(E.debliecki)、分散艾美球蟲(E.dispersa)、橢圓艾美球蟲(E.ellipsoidales)、鐮形艾美球蟲(E.falciformis)、浮氏艾美球蟲(E.faurei)、黃艾美球蟲(E.flavescens)、法國孔雀艾美球蟲(E.gallopavonis)、哈氏艾美球蟲(E.hagani)、腸艾美球蟲(E.intestinalis)、愛若 艾美球蟲(E.iroquoina)、無殘艾美球蟲(E.irresidua)、拉氏艾美球蟲(E.labbeana)、留氏艾美球蟲(E.leucarti)、大型艾美球蟲(E.magna)、巨型艾美球蟲(E.maxima)、中型艾美球蟲(E.media)、珠雞艾美球蟲(E.meleagridis)、火雞艾美球蟲(E.meleagrimitis)、和緩艾美球蟲(E.mitis)、毒害艾美球蟲(E.necatrix)、山羊艾美球蟲(E.ninakohlyakimovae)、綿羊艾美球蟲(E.ovis)、小型艾美球蟲(E.parva)、孔雀艾美球蟲(E.pavonis)、穿孔艾美球蟲(E.perforans)、法氏艾美球蟲(E.phasani)、梨形艾美球蟲(E.piriformis)、早熟艾美球蟲(E.praecox)、殘體艾美球蟲(E.residua)、粗糙艾美球蟲(E.scabra)、艾美球蟲屬(E.spec.)、斯氏艾美球蟲(E.stiedai)、豬艾美球蟲(E.suis)、柔嫩艾美球蟲(E.tenella)、截形艾美球蟲(E.truncata)、鱒艾美球蟲(E.truttae)、邱氏艾美球蟲(E.zuernii)、球孢子蟲屬(Globidium spec.)、貝氏等孢子蟲(Isospora belli)、犬等孢子蟲(I.canis)、貓等孢子蟲(I.felis)、俄亥俄等孢子蟲(I.ohioensis)、芮氏等孢子蟲(I.rivolta)、等孢子蟲屬(I.spec.)、豬等孢子蟲(I.suis)、孢囊等孢子蟲屬(Cystisospora spec.)、隱孢子蟲屬(Cryptosporidium spec.),特別為小隱孢子蟲(C.parvum);諸如弓形蟲科(Toxoplasmadidae),例如弓漿蟲(Toxoplasma gondii)、海氏哈芒球蟲(Hammondia heydornii)、大新孢子蟲(Neospora caninum)、貝氏貝諾孢子蟲(Besnoitia besnoitii);諸如肉孢子蟲科(Sarcocystidae),例如牛大肉孢子蟲(Sarcocystis bovicanis)、牛人肉孢子蟲(S.bovihominis)、綿羊犬肉孢子蟲(S.ovicanis)、綿羊貓肉孢子蟲(S.ovifelis)、神經肉孢子蟲(S.neurona)、肉孢子蟲屬(S.spec.)、猪人肉孢子蟲(S.suihominis),諸如白細胞原蟲科(Leucozoidae),例如西氏白細胞原蟲(Leucozytozoon simondi),諸如瘧原蟲科(Plasmodiidae),例如伯氏瘧原蟲(Plasmodium berghei)、惡性瘧原蟲(P.falciparum)、三日瘧原蟲(P.malariae)、蛋形瘧原蟲(P.ovale)、間日瘧原蟲(P.vivax)、瘧原蟲屬(P.spec.),諸如梨形蟲綱 (Piroplasmea),例如阿根廷巴貝蟲(Babesia argentina)、牛巴貝蟲(B.bovis)、犬巴貝蟲(B.canis)、巴貝蟲屬(B.spec.)、小泰勒蟲(Theileria parva)、泰勒蟲屬(Theileria spec.),諸如匿蟲亞目(Adeleina),例如犬肝簇蟲(Hepatozoon canis)、肝簇蟲屬(H.spec.)。 Parasitic protozoa include: Mastigophora (Flagellata), such as Trypanosomatidae, such as Trypanosoma b. brucei, Tbgambiense, B. Rhodes cone Tbrhodesiense, T. congolense, T. cruzi, T. evansi, T. equinum, Trypanosoma cruzi .lewisi), T. percae, T. simiae, T. vivax, Leishmania brasiliensis, Leishmania (L) .donovani), tropical Leishmania (L. tropica), such as Trichomonadidae, such as Giardia lamblia, G. canis; fleshy flagellate Sarcomastigophora) (Rhizopoda), such as Entamoebidae, such as Entamoeba histolytica, Hartmanellidae, for example, Acanthamoeba sp. ), Harmanella sp.; Apicomplexa (Sporozoa), such as Eimeridae, for example Eimeria acervulina, E. adenoides, E. alabamensis, E. anatis, and Emei E. anserina, E. arloingi, E. ashata, E. auburnensis, Eimeria (E. coli) .bovis), E. brunetti, E. canis, E. chinchillae, E. clupearum, pigeon E. columbae, E. contorta, E. crandalis, E. debliecki, Eimeria elegans (E.dispersa), E. ellipsoidales, E. falciformis, E. faurei, E. flavescens, E.gallopavonis, E. hagani, E. intestinalis, Ai Ruo E. iroquoina, E. irresidua, E. labbeana, E. leucarti, Emmeliol E.magna, E. maxima, E.media, E. meleagridis, Eimeria turkey (E. Meleagrimitis), E. mitis, E. necatrix, E. ninakohlyakimovae, E. ovis, Emi E.parva, E. pavonis, E. perforans, E. phasani, E. coli (E. .piriformis), E. praecox, E. residua, E. scabra, E. spec. E. stiedai, E. suis, E. tenella, E. truncata, Emerald E.truttae, E. zuernii, Globidium spec., Isospora belli, I. canis, cat I. felis, I. ohioensis, I. rivolta, I. spec., I. suis, etc. Cystisospora spec., Cryptosporidium spec., especially C. parvum; such as Toxoplasmadidae, such as Toxoplasma gondii , Hammondia heydornii, Neospora caninum, Besnoitia besnoitii; such as Sarcocystidae, such as Sarcocystis bovicanis , S. bovihominis, S. ovicanis, S. ovifelis, S.neurona, Sarcocystis (S. Spec.), S. suihominis, such as Leucozoidae, such as Leucozytozoon simondi, such as Plasmodiidae, such as Plasmodium berghei ( Plasmodium berghei), Plasmodium falciparum, P. malariae, egg malaria Insects (P.ovale), P. vivax (P.vivax), Plasmodium (P.spec.), Pear-shaped insects such as Gang (Piroplasmea), such as Babesia argentina, B. bovis, B. canis, B. spec., Theileria Parva), Theileria spec., such as Adeleina, such as Hepatozoon canis, H. spec.
病原性體內寄生蟲,其為蠕蟲,包括扁形動物門(Platyhelmintha)(例如單殖吸蟲亞綱、絛蟲和吸蟲)、蛔蟲、棘頭動物門(Acanthocephala)及舌形動物門(Pentastoma),包括:單殖吸蟲亞綱:例如:三代蟲屬(Gyrodactylus spp.)、指標蟲屬(Dactylogyrus spp.)、多盤吸蟲屬(Polystoma spp.);絛蟲:來自擬葉目(Pseudophyllidea),例如:廣節裂頭絛蟲屬(Diphyllobothrium spp.)、螺旋體蟲屬(Spirometra spp.)、裂頭絛蟲(Schistocephalus spp.)、舌狀絛蟲屬(Ligula spp.)、吸葉絛蟲屬(Bothridium spp.)、大複殖門絛蟲屬(Diphlogonoporus spp.);來自圓葉目(Cyclophyllida),例如:中殖孔絛蟲屬(Mesocestoides spp.)、裸頭絛蟲屬(Anoplocephala spp.)、副裸頭絛蟲屬(Paranoplocephala spp.)、蒙尼絛蟲屬(Moniezia spp.)、繸體絛蟲屬(Thysanosoma spp.)、曲子宮絛蟲屬(Thysaniezia spp.)、無卵黄腺絛蟲屬(Avitellina spp.)、斯泰絛蟲屬(Stilesia spp.)、彩帶絛蟲屬(Cittotaenia spp.)、德里絛蟲屬(Andyra spp.)、伯特絛蟲屬(Bertiella spp.)、帶狀絛蟲屬(Taenia spp.)、棘球絛蟲屬(Echinococcus spp.)、泡尾絛蟲屬(Hydatigera spp.)、戴維絛蟲屬(Davainea spp.)、瑞列絛蟲屬(Raillietina spp.)、膜殼絛蟲屬(Hymenolepis spp.)、棘鳞絛蟲屬(Echinolepis spp.)、棘殼絛蟲屬(Echinocotyle spp.)、雙睾絛蟲屬(Diorchis spp.)、複孔絛蟲屬(Dipylidium spp.)、喬耶絛蟲屬(Joyeuxiella spp.)、倍殖孔絛蟲屬(Diplopylidium spp.); 吸蟲綱:來自復殖亞綱(Digenea),例如:雙穴吸蟲屬(Diplostomum spp.)、莖雙穴吸蟲屬(Posthodiplostomum spp.)、血吸蟲屬(Schistosoma spp.)、毛血吸蟲屬(Trichobilharzia spp.)、鳥血吸蟲屬(Ornithobilharzia spp.)、澳血吸蟲屬(Austrobilharzia spp.)、巨血吸蟲屬(Gigantobilharzia spp.)、彩蚴吸蟲屬(Leucochloridium spp.)、短咽吸蟲屬(Brachylaima spp.)、棘口吸蟲屬(Echinostoma spp.)、棘緣吸蟲屬(Echinoparyphium spp.)、棘隙吸蟲屬(Echinochasmus spp.)、低頸吸蟲屬(Hypoderaeum spp.)、肝吸蟲屬(Fasciola spp.)、擬片形吸蟲屬(Fasciolides spp.)、片形吸蟲屬(Fasciolopsis spp.)、環腸吸蟲屬(Cyclocoelum spp.)、盲腔吸蟲屬(Typhlocoelum spp.)、同盤吸蟲屬(Paramphistomum spp.)、杯殖吸蟲屬(Calicophoron spp.)、殖盤吸蟲屬(Cotylophoron spp.)、巨盤吸蟲屬(Gigantocotyle spp.)、菲策吸蟲屬(Fischoederius spp.)、腹袋吸蟲屬(Gastrothylacus spp.)、背孔吸蟲屬(Notocotylus spp.)、下殖吸蟲屬(Catatropis spp.)、斜睾吸蟲屬(Plagiorchis spp.)、前殖吸蟲屬(Prosthogonimus spp.)、雙腔吸蟲屬(Dicrocoelium spp.)、闊盤吸蟲屬(Eurytrema spp.)、隱孔吸蟲屬(Troglotrema spp.)、肺吸蟲屬(Paragonimus spp.)、表孔吸蟲屬(Collyriclum spp.)、侏形吸蟲屬(Nanophyetus spp.)、後睪吸蟲屬(Opisthorchis spp.)、支睪吸蟲屬(Clonorchis spp.)、次睾吸蟲屬(Metorchis spp.)、異型吸蟲屬(Heterophyes spp.)、後殖吸蟲屬(Metagonimus Spp.);線蟲:毛形亞目(Trichinellida),例如:毛首線蟲屬(Trichuris spp.)、絲蟲屬(Capillaria spp.)、毛細線蟲屬(Paracapillaria spp.)、Eucoleus spp.、線蟲屬(Trichomosoides spp.)、旋毛蟲屬(Trichinella spp.);來自墊刃線蟲目(Tylenchida),例如:細絲鯰屬(Micronema spp.)、糞桿線蟲屬(Strongyloides spp.); 來自短棒線蟲亞目(Rhabditida),例如:圓線蟲屬(Strongylus spp.)、三齒線蟲屬(Triodontophorus spp.)、食管齒線蟲屬(Oesophagodontus spp.)、盅口線蟲屬(Trichonema spp.)、輻首線蟲屬(Gyalocephalus spp.)、柱咽線蟲屬(Cylindropharynx spp.)、盂口線蟲屬(Poteriostomum spp.)、類圓線蟲屬(Cyclococercus spp.)、杯冠線蟲屬(Cylicostephanus spp.)、食道口線蟲屬(Oesophagostomum spp.)、夏氏線蟲屬(Chabertia spp.)、冠線蟲屬(Stephanurus spp.)、鉤口線蟲屬(Ancylostoma spp.)、彎口線蟲屬(Uncinaria spp.)、鉤蟲屬(Necator spp.)、仰口線蟲屬(Bunostomum spp.)、球頭線蟲屬(Globocephalus spp.)、比翼線蟲屬(Syngamus spp.)、杯口線蟲屬(Cyathostoma spp.)、豬肺蟲屬(Metastrongylus spp.)、網尾線蟲屬(Dictyocaulus spp.)、繆氏線蟲屬(Muellerius spp.)、原圓線蟲屬(Protostrongylus spp.)、新圓線蟲屬(Neostrongylus spp.)、囊尾線蟲屬(Cystocaulus spp.)、肺圓蟲屬(Pneumostrongylus spp.)、尖尾線蟲亞屬(Spicocaulus spp.)、鹿圓線蟲屬(Elaphostrongylus spp.)、副鹿圓線蟲屬(Parelaphostrongylus spp.)、環棘線蟲屬(Crenosoma spp.)、副環棘線蟲屬(Paracrenosoma spp.)、奧斯勒屬(Oslerus spp.)、管圓線蟲屬(Angiostrongylus spp.)、貓圓線蟲屬(Aelurostrongylus spp.)、類絲蟲屬(Filaroides spp.)、副類絲蟲屬(Parafilaroides spp.)、毛樣線蟲屬(Trichostrongylus spp.)、血矛線蟲屬(Haemonchus spp.)、牛胃絲蟲屬(Ostertagia spp.)、(Teladorsagia spp.)、馬什線蟲屬(Marshallagia spp.)、古柏線蟲屬(Cooperia spp.)、日本圓線蟲屬(Nippostrongylus spp.)、螺旋線蟲屬(Heligmosomoides spp.)、細頸線蟲屬(Nematodirus spp.)、豬圓線蟲屬(Hyostrongylus spp.)、尖柱線蟲屬(Obeliscoides spp.)、裂口線蟲屬(Amidostomum spp.)、盤尾絲蟲屬(Ollulanus spp.);來自旋尾線蟲目(Spirurida),例如:尖尾線蟲屬(Oxyuris spp.)、蟯蟲屬 (Enterobius spp.)、栓尾線蟲屬(Passalurus spp.)、管狀線蟲屬(Syphacia spp.)、無刺線蟲屬(Aspiculuris spp.)、異刺線蟲屬(Heterakis spp.)、蛔蟲屬(Ascaris spp.)、弓蛔線蟲屬(Toxascaris spp.)、弓首蛔蟲屬(Toxocara spp.)、貝利斯蛔蟲屬(Baylisascaris spp.)、副蛔蟲屬(Parascaris spp.)、異尖線蟲屬(Anisakis spp.)、禽蛔蟲屬(Ascaridia spp.)、顎口線蟲屬(Gnathostoma spp.)、泡翼線蟲屬(Physaloptera spp.)、吸吮線蟲屬(Thelazia spp.)、筒線蟲屬(Gongylonema spp.)、麗線蟲屬(Habronema spp.)、副柔線蟲屬(Parabronema spp.)、德斯線蟲屬(Draschia spp.)、龍線蟲屬(Dracunculus spp.)、冠絲蟲屬(Stephanofilaria spp.)、副絲蟲屬(Parafilaria spp.)、腹腔絲蟲屬(Setaria spp.)、羅阿絲蟲屬(Loa spp.)、心絲蟲屬(Dirofilaria spp.)、光絲蟲屬(Litomosoides spp.)、布氏絲蟲屬(Brugia spp.)、伍氏絲蟲屬(Wuchereria spp.)、蟠尾絲蟲屬(Onchocerca spp.)、尾旋屬(Spirocerca spp.);棘頭動物門(Acanthocephala):來自少棘目(Oligacanthorhynchida),例如:巨吻棘頭蟲屬(Macracanthorhynchus spp.)、前睾棘頭蟲屬(Prosthenorchis spp.);來自多形目(Polymorphida),例如:細頸棘頭蟲屬(Filicollis spp.);來自念珠目(Moniliformida),例如:聯珠狀棘頭蟲屬(Moniliformis spp.);來自棘吻目(Echinorhynchida),例如:棘頭蟲屬(Acanthocephalus spp.)、魚棘頭蟲屬(Echinorhynchus spp.)、似細吻棘頭蟲屬(Leptorhynchoides spp.);舌形動物門(Pentastoma):來自孔頭蟲目(Porocephalida),例如:舌形蟲屬(Linguatula spp.)。 Pathogenic endoparasites, which are helminths, including the genus Platyhelmintha (eg, Listeria monocytogenes, aphids and trematodes), aphids, Acanthocephala, and Pentastoma , including: Subfamily Monogonimus: for example: Gyrodactylus spp., Dactylogyrus spp., Polystoma spp.; Aphid: from Pseudophyllidea For example, Diphyllobothrium spp., Spirometra spp., Schistocephalus spp., Ligula spp., Bothridium spp .), the genus Diphlogonoporus spp.; from the Cyclophyllida, for example: Mesocestoides spp., Anoplocephala spp., Aphididae Genus (Paranoplocephala spp.), Moniezia spp., Thysanosoma spp., Thysaniezia spp., Avitellina spp., Steyr Stilesia spp., ribbon mites (Cittotaenia s Pp.), Andyra spp., Bertiella spp., Taenia spp., Echinococcus spp., Hydatigera spp .), Davainea spp., Raillietina spp., Hymenolepis spp., Echinolepis spp., Echinocotyle spp .), Diorchis spp., Dipylidium spp., Joyeuxiella spp., Diplopylidium spp. The genus Diptera: from the genus Digenea, for example: Diplostomum spp., Posthodiplostomum spp., Schistosoma spp., Schistosoma spp. Trichobilharzia spp.), Ornithobilharzia spp., Austrobilharzia spp., Gigantobilharzia spp., Leucochloridium spp., Brachylaima Spp.), Echinostoma spp., Echinoparyphium spp., Echinochasmus spp., Hypoderaeum spp., liver sucking Fasciola spp., Fasciolides spp., Fasciolopsis spp., Cyclocoelum spp., Typhlocoelum spp .), Paramphistomum spp., Calicophoron spp., Cotylophoron spp., Gigantocotyle spp., Filipino Fischoederius spp., Gastrothylacus spp., Notocotylus spp., lower Catatropis spp., Plagiorchis spp., Prosthogonimus spp., Dicrocoelium spp., Eurytrema spp .), Troglotrema spp., Paragonimus spp., Collyriclum spp., Nanophyetus spp., Plutella xylostella Genus (Opisthorchis spp.), Clonorchis spp., Metorchis spp., Heterophyes spp., Metagonimus Spp. Nematodes: Trichinellida, for example: Trichuris spp., Capillaria spp., Paracapillaria spp., Eucolus spp., Trichomosoides spp. , Trichinella spp.; from Tylenchida, for example: Micronema spp., Strongyloides spp.; From the family Rhabditida, for example: Strongylus spp., Triodontophorus spp., Oesophagodontus spp., Trichonema spp. , Gyalocephalus spp., Cylindropharynx spp., Poteriostomum spp., Cyclococercus spp., Cylicostephanus spp. , Oesophagostomum spp., Chabertia spp., Stephanurus spp., Ancylostoma spp., Uncinaria spp. Necator spp., Bunostomum spp., Globocephalus spp., Syngamus spp., Cyathostoma spp., porcine lung worm (Metastrongylus spp.), Dictyocaulus spp., Muellerius spp., Protostrongylus spp., Neostrongylus spp., Cysticercus Genus (Cystocaulus spp.), Pneumostrongylus spp., Spicocaulus spp., Elaphostrongylus spp., Parelaphostrongylus spp., Crenosoma spp., Paracrenosoma spp .), Oslerus spp., Angiostrongylus spp., Aelurostrongylus spp., Filaroides spp., Parafilaroides Spp.), Trichostrongylus spp., Haemonchus spp., Ostertagia spp., (Teladorsagia spp.), Marshallagia spp. Coopereria spp., Nippostrongylus spp., Helimosomoides spp., Nematodirus spp., Hyostrongylus spp. Obeliscoides spp., Amidostomum spp., Ollulanus spp.; from Spirurida, for example: Oxyuris spp. Aphid (Enterobius spp.), Passarus spp., Syphacia spp., Aspiculuris spp., Heterakis spp., Ascaris spp .), Toxascaris spp., Toxocara spp., Baylisascaris spp., Parascaris spp., Anisakis spp .), Ascaridia spp., Gnathostoma spp., Physaloptera spp., Thelazia spp., Gongylonema spp. Habronema spp., Parabronema spp., Draschia spp., Dracunculus spp., Stephanofilaria spp., filaria Parafilaria spp., Setaria spp., Loa spp., Dirofilaria spp., Litomosoides spp., cloth Brugia spp., Wuchereria spp., Onchocerca spp., Spirocerca spp.; Door (Acanthocephala): from Oligacanthorhynchida, for example: Macracanthorhynchus spp., Prosthenorchis spp.; from Polymorphida, eg fine From the genus Filicollis spp.; from Moniliformida, for example: Moniliformis spp.; from Echinorhynchida, for example: Acanthocephalus spp .), Echinorhynchus spp., Leptorhynchoides spp.; Pentastoma: from the order of the genus Porocephalida, eg, the genus (Linguatula spp.).
在獸醫領域及動物飼養中,式(I)化合物之投予可藉由本技術中概括已知的方法以適合的製劑進行,諸如經腸、非經腸、經皮膚或經鼻。投予可為預防性或治療性進行。 In the veterinary field and in animal feeding, administration of a compound of formula (I) can be carried out in a suitable formulation by methods known generally in the art, such as enterally, parenterally, transdermally or nasally. Administration can be carried out prophylactically or therapeutically.
因此,本發明的一個實施態樣係指使用式(I)化合物作為藥劑。 Thus, one embodiment of the invention refers to the use of a compound of formula (I) as a medicament.
另一態樣係指式(I)化合物作為抗體內寄生蟲劑之用途,特別為驅蟲藥或抗原蟲劑。式(I)化合物適合用於作為抗體內寄生蟲劑,特別為例如畜牧、動物飼養、動物居家和衛生防區中的驅蟲藥或抗原蟲劑。 Another aspect refers to the use of a compound of formula (I) as an endoparasite in an antibody, particularly an anthelmintic or antiprotozoal agent. The compounds of formula (I) are suitable for use as anti-parasitic agents for antibodies, in particular as an anthelmintic or anti-protozoal agent in animal husbandry, animal feeding, animal home and sanitary zones.
另一態樣依次關於式(I)化合物作為抗體外寄生蟲劑之用途,特別為殺節肢動物劑,諸如殺昆蟲劑或殺蟎劑。另一態樣關於式(I)化合物作為抗體外寄生蟲劑之用途,特別為例如畜牧、動物飼養、馬廄和衛生防區中的殺節肢動物劑,諸如殺昆蟲劑或殺蟎劑。 Another aspect relates in turn to the use of a compound of formula (I) as an antibody ectoparasite, in particular an arthropodicide such as an insecticide or an acaricide. Another aspect relates to the use of a compound of formula (I) as an ectoparasite for an antibody, in particular an arthropodicide such as an animal, animal feed, cockroach and sanitary zone, such as an insecticide or acaricide.
可以實例方式述及下列的驅蟲藥混合組份:驅蟲藥活性化合物包括殺白蟻和殺絛蟲活性化合物:來自大環內酯類別,例如:阿巴汀(abamectin)、得拉滅克汀(doramectin)、因滅汀(emamectin)、依普菌素(eprinomectin)、伊維菌素(ivermectin)、倍脈心(milbemycin)、莫西菌素(moxidectin)、奈馬克丁(nemadectin)、色拉菌素(selamectin);來自苯并咪唑和前苯并咪唑類別,例如:丙硫咪唑(albendazole)、丙硫咪唑-亞碸(albendazole-sulphoxide)、卡班唑((cambendazole)、環苯嗒唑(cyclobendazole)、非班太爾(febantel)、芬苯嗒唑(fenbendazole)、氟苯嗒唑(flubendazole)、甲苯咪唑(mebendazole)、奈托比胺(netobimin)、磺唑氨酯(oxfendazole)、奧苯達唑(oxibendazole)、帕苯達唑(parbendazole)、噻苯咪唑(thiabendazole)、多保淨(thiophanate)、三氯苯咪唑(triclabendazole);來自環八代普希肽(cyclooctadepsipeptides)類別,例如:艾默德斯(emodepside)、PF1022;來自胺基乙腈衍生物類別,例如:莫涅潘托(monepantel); 來自四氫嘧啶類別,例如:摩朗得(morantel)、抗蟲靈(pyrantel)、酚嘧啶(oxantel);來自咪唑噻唑類別,例如:布他米唑(butamisole)、左旋咪唑(levamisole)、驅蟲凈(tetramisole);來自水楊醯基苯胺別,例如溴沙尼特(bromoxanide)、溴替尼特(brotianide)、氯碘沙尼(clioxanide)、綠氰碘柳胺(closantel)、耐克螺(niclosamide)、氯羥柳胺(oxyclozanide)、碘醚柳胺(rafoxanide)、三溴沙侖(tribromsalan);來自巴拉赫克醯胺(paraherquamide)類別,例如:得曲恩特(derquantel)、巴拉赫克醯胺(paraherquamide);來自胺基苯脒類別,例如:阿米太爾(amidantel)、脫醯基阿米登太(deacylated amidantel(dAMD))、三苯雙脒(tribendimidine);來自有機磷酸鹽類別,例如:蠅毒磷(coumaphos)、育畜磷(crufomate)、二氯松(dichlorvos)、鹵氧酮(haloxone)、萘羅氟(naphthalofos)、三氯松(trichlorfon);來自取代苯酚類別,例如:硫氯酚(bithionol)、二碘硝酚(disophenol)、六氯酚(hexachlorophene)、聯硝氯酚(niclofolan)、曼尼克洛芙蘭(meniclopholan)、硝碘酚腈(nitroxynil);來自哌酮類別,例如:吡喹酮(praziquantel)、依西太爾(epsiprantel);來自各種其他類別,例如:硝硫氰胺(amoscanate)、苄芬寧(bephenium)、丁萘脒(bunamidine)、克癲平錠(clonazepam)、氯舒隆(clorsulon)、地芬泥素(diamfenetid)、二氯芬(dichlorophen)、枸櫞酸乙胺嗪(diethylcarbamazine)、衣米丁(emetine)、海托啉(hetolin)、海恩酮(hycanthone)、硫蒽酮(lucanthone)、米拉西(Miracil)、米拉散(mirasan)、氯硝柳胺(niclosamide)、尼立達唑 (niridazole)、硝碘酚腈(nitroxynil)、硝硫氰酯(nitroscanate)、奧替普拉(oltipraz)、歐姆泛洛丁(omphalotin)、奥沙尼喹(oxamniquin)、巴龍黴素(paromomycin)、哌(piperazine)、雷瑣太爾(resorantel)。 The following anthelmintic mixture may be mentioned by way of example: an anthelmintic active compound including a termite-killing and acaricidal active compound: from a macrolide class, for example: abamectin, delamicin ( Doramectin), emamectin, eprinomectin, ivermectin, milbemycin, moxidectin, nemadectin, salad Selamectin; from the class of benzimidazole and probenzimidazole, for example: albendazole, albendazole-sulphoxide, cambendazole, benzoxazole Cyclobendazole), non-bantanel, fenbendazole, flubendazole, mebendazole, netobimin, oxfendazole, olfactory Oxibendazole, parbendazole, thiabendazole, thiophanate, triclabendazole; from the class of cyclooctadepsipeptides, for example: Emodepside, PF1022; From the class of aminoacetonitrile derivatives, for example: monepantel; from the class of tetrahydropyrimidines, for example: morantel, pyrantel, oxantel; from imidazole thiazole category For example: butamisole, levamisole, tetramisole; from salicyl aniline, such as bromoxanide, brotianide, chlor iodide Clioxanide, closantel, niclosamide, oxyclozanide, rafoxanide, tribromsalan; from balakh 醯A class of paraherquamides, for example: derquantel, paraherquamide; from the class of aminobenzoquinones, for example: amidantel, deamiquid (deacylated amidantel (dAMD)), tribendimidine; from the class of organophosphates, such as: coumaphos, crufomate, dichlorvos, haloxone ), naphthalofos (triphthalofos), trichlorfon (trichlorfon); Substituted phenols such as thiophenol (bithionol), disophenol, hexachlorophene, niclofolan, meniclopholan, niobium oxyphenol nitrile (meniclopholan) Nitroxynil); from piperazine Ketones, such as: praziquantel, epsiprantel; from a variety of other categories, such as: amoxifenate, bephenium, bunamidine, gram Clonazepam, clorsulon, diamfenetid, dichlorophen, diethylcarbamazine, emetine, seatropine Hetolin), hycanthone, lucanthone, Miracil, mirasan, niclosamide, niridazole, niobium iodine Nitroxynil, nitroscanate, oltipraz, omphalotin, oxamniquin, paromomycin, piperazine (piperazine), resorantel (resorantel).
式(I)化合物亦可用於病媒控制。就本發明的目的而言,病媒為節肢動物,特別為昆蟲或蜘蛛綱,能夠從儲體(植物、動物、人類等等)傳播病原體(諸如病毒、蠕蟲、單細胞有機體和細菌)至宿主。病原體可以機械性傳播(例如藉由非叮咬性蒼蠅造成的沙眼)或藉由注射傳播(例如由蚊子傳播瘧疾寄生蟲)至宿主。 The compounds of formula (I) are also useful for disease vector control. For the purposes of the present invention, the vector is an arthropod, particularly an insect or arachnid, capable of transmitting pathogens (such as viruses, worms, unicellular organisms and bacteria) from storage bodies (plants, animals, humans, etc.) to Host. The pathogen can be transmitted mechanically (for example by trachoma caused by non-bite flies) or by injection (for example by malaria parasites transmitted by mosquitoes) to the host.
病媒及由彼等傳播之疾病或病原體的實例為:1)蚊子- 瘧蚊:瘧疾、絲蟲病;- 家蚊:日本腦炎、絲蟲病、其他病毒疾病、蠕蟲傳播;- 埃及斑蚊:黃熱病、登革熱、絲蟲病、其他病毒性疾病;- 蚋科:蠕蟲傳播,特別為蟠尾絲蟲(Onchocerca volvulus);2)虱子:皮膚感染、斑疹傷寒;3)跳蚤:瘟疫、斑疹傷寒;4)蒼蠅:昏睡症(錐蟲病);霍亂或其他細菌疾病;5)蟎:疥蟲病(acariosis)、流行性斑疹傷寒(epidemic typhus)、立克次痘疹(rickettsialpox)、兔熱病、聖路易腦炎(Saint Louis encephalitis)、壁蝨傳播的腦炎(TBE)、克里米亞-剛果出血熱(rimean-Congo haemorrhagic fever)、疏螺旋體病(borreliosis);6)壁蝨:疏螺旋體病(諸如中非洲回歸熱螺旋體(Borrelia duttoni))、壁 蝨傳播的腦炎、Q熱病(蒲納氏科克斯氏菌(Coxiella burnetii))、焦蟲病(犬焦蟲(Babesia canis canis))。 Examples of vectors and diseases or pathogens transmitted by them are: 1) mosquitoes - malaria mosquitoes: malaria, filariasis; - house mosquitoes: Japanese encephalitis, filariasis, other viral diseases, helminth transmission; - Egypt Mosquitoes: yellow fever, dengue fever, filariasis, other viral diseases; - mites: worm spread, especially onchocerca volvulus; 2) scorpion: skin infection, typhus; 3) flea : plague, typhus; 4) flies: sleeping sickness (trypanosomiasis); cholera or other bacterial diseases; 5) sputum: acariosis, epidemic typhus, ricketts Rickettsialpox, rabbit fever, Saint Louis encephalitis, tick-borne encephalitis (TBE), rimean-Congo haemorrhagic fever, borreliosis; 6) Tick: Borrelia disease (such as the African Rebirth (Borrelia duttoni)), wall Osmotic encephalitis, Q fever (Coxiella burnetii), and coccidiosis (Babesia canis canis).
就本發明的意義而言,病媒的實例為昆蟲,例如蚜蟲、蒼蠅、葉蟬或牧草蟲,其能夠傳播植物病毒至植物。其他能傳播植物病毒的病媒為蜘蛛蟎、虱子、甲蟲和線蟲。 For the purposes of the present invention, examples of vectors are insects, such as aphids, flies, spider mites or grass worms, which are capable of transmitting plant viruses to plants. Other vectors that transmit plant viruses are spider mites, scorpions, beetles, and nematodes.
就本發明的意義而言,病媒的更多實例為能夠傳播病原體至動物及/或人類的昆蟲和蜘蛛綱動物,諸如蚊子,特別為埃及斑蚊屬,瘧蚊(Anopheles),例如岡比亞瘧蚊(A.gambiae)、阿拉伯按蚊(A.arabiensis)、非涅斯特按蚊(A.funestus)、大劣按蚊(A.dirus)(瘧疾)和家蚊(Culex)、虱子、跳蚤、蒼蠅、蟎和壁蝨。 In the sense of the present invention, more examples of vectors are insects and arachnids capable of transmitting pathogens to animals and/or humans, such as mosquitoes, in particular Aedes, Anopheles, for example Gambia malaria A.gambiae, A. arabiensis, A. funestus, A. dirus (malaria) and Culex, scorpion, flea , flies, cockroaches and ticks.
若式(I)化合物具有抗性破壞,則病媒控制亦為可行的。 Vector control is also feasible if the compound of formula (I) is resistant to damage.
式(I)化合物適合於預防疾病及/或由病媒傳播的病原體。因此,本發明的另一態樣為式(I)化合物用於病媒控制之用途,例如在農業、園藝、花園和休閒設施亦在保護材料和貯存產品中。 The compounds of formula (I) are suitable for the prevention of diseases and/or pathogens which are transmitted by vectors. Thus, another aspect of the invention is the use of a compound of formula (I) for disease vector control, such as in agricultural, horticultural, garden and recreational facilities, as well as in protective materials and storage products.
式(I)化合物適合於保護工業材料對抗昆蟲的攻擊或破壞,例如來自鞘翅目(Coleoptera)、膜翅目(Hymenoptera)、等翅目(Isoptera)、鱗翅類(Lepidoptera)、嚙蟲目(Psocoptera)和衣魚(Zygentoma)之昆蟲。 The compounds of formula (I) are suitable for protecting industrial materials against attack or destruction by insects, for example from Coleoptera, Hymenoptera, Isoptera, Lepidoptera, Psocoptera. Insects of the genus Zygentoma.
應瞭解本發明上下文中的工業材料意指非動物性材料,諸如較佳為塑膠、黏著劑、膠水、紙張和紙板、皮革、木材、加工木製品和塗料組合物。使用本發明保護木材特別佳。 It is to be understood that industrial materials in the context of the present invention mean non-animal materials such as preferably plastics, adhesives, glues, paper and board, leather, wood, processed wood products and coating compositions. The use of the invention to protect wood is particularly preferred.
在另外的實施態樣中,式(I)化合物係與至少一種其他的殺昆蟲劑及/或至少一種殺真菌劑一起使用。 In a further embodiment, the compound of formula (I) is used together with at least one other insecticide and/or at least one fungicide.
在另外的實施態樣中,式(I)化合物係呈即用型殺蟲劑存在,亦即該等可不進一步修飾而施予討論中的原料。適合的其他殺昆蟲劑或殺真菌劑特別為那些上文所述者。 In a further embodiment, the compound of formula (I) is present as a ready-to-use insecticide, i.e., such materials may be administered without further modification. Suitable other insecticides or fungicides are especially those described above.
亦驚訝地發現式(I)化合物可用於保護與鹽水或半鹹水接觸之物品免於污塞,特別為船體、隔板、編網、建築物、繫船設備和傳訊系統。同樣有可使用單獨或與其他活性化合物組合的式(I)化合物作為抗污塞劑。 It has also been surprisingly found that the compounds of formula (I) are useful for protecting articles in contact with saline or brackish water from fouling, particularly for hulls, bulkheads, nets, buildings, mooring equipment and messaging systems. It is likewise possible to use the compounds of the formula (I), alone or in combination with other active compounds, as anti-soul plugs.
式(I)化合物適合於控制衛生防區的動物害蟲。本發明可特別應用於居家防區、衛生防區及保護庫存產品,尤其用於控制在封閉空間中出現的昆蟲、蜘蛛和蟎,諸如在公寓、廠房、辦公室、車廂中。用於控制動物害蟲的式(I)化合物係單獨或與其他活性化合物及/或輔助劑組合使用。該等較佳地用於居家殺昆蟲劑產品中。式(I)化合物有效對抗敏感性及抗性物種,且對抗所有發展階段。 The compounds of formula (I) are suitable for controlling animal pests in sanitary zones. The invention can be particularly applied to home defense zones, sanitary zones and stock protection products, in particular for controlling insects, spiders and mites that appear in enclosed spaces, such as in apartments, factories, offices, cars. The compounds of formula (I) for controlling animal pests are used alone or in combination with other active compounds and/or adjuvants. These are preferably used in home insecticide products. The compounds of formula (I) are effective against sensitive and resistant species and are resistant to all stages of development.
該等害蟲包括例如來自蜘蛛綱、來自蠍目、蜘蛛目和盲珠目,來自唇足綱和倍足綱,來自昆蟲綱蜚蠊目,來自鞘翅目、革翅目、雙翅目、異翅亞目(Heteroptera)、膜翅目、等翅目、鱗翅目、毛蝨目、嚙蟲目、跳躍亞目或直翅目、隱翅目(Siphonaptera)和衣魚目,及來自軟甲亞綱(Malacostraca)等足目之害蟲。 Such pests include, for example, from the arachnid, from the order Aphididae, Arachnidae and Blind bead, from the genus Psylidae and the genus Lepidoptera, from the genus Insecta, from Coleoptera, Lepidoptera, Diptera, Heteroptera Heteroptera, Hymenoptera, Isoptera, Lepidoptera, Ranunculus, Diptera, Lepidoptera or Orthoptera, Siphonaptera and squid, and from the genus (Malacostraca) is a pest of the foot.
式(I)化合物可用於例如氣霧劑、無壓力噴灑產品(例如泵壓及霧化噴灑器)、自動成霧系統、成霧器、發泡物、凝膠、具有由纖維素或塑膠所製成之蒸發片的蒸發器產品、液體蒸發器、凝膠和薄膜式蒸發器、推進劑驅動式蒸發器、無能源或被動式蒸發系統、防蟲紙、防蟲袋和防蟲膠中,用作為粒狀或細粉,用於擴散式誘餌或誘餌台中。 The compounds of formula (I) are useful, for example, in aerosols, pressureless spray products (eg, pumping and atomizing sprayers), automatic fogging systems, foggers, foams, gels, with cellulose or plastics. Evaporator products, liquid evaporators, gel and membrane evaporators, propellant-driven evaporators, energy-free or passive evaporation systems, insect-resistant paper, insect-proof bags and insect-repellent glue Used as a granular or fine powder in diffused baits or bait tables.
以下的製備及用途實施例係例證而非限制本發明。 The following examples of preparation and use are illustrative and not limiting of the invention.
先將3-(2,6-二氟苯基)-1,2,4-噻二唑-5-胺(200mg)裝入乙腈中。添加二異丙基乙基胺(303mg)及2,6-二氟苯甲醯氯(215mg)且將反應混合物在回流下加熱15小時。將反應混合物蒸發。添加一些乙酸乙酯。將有機相以水清洗,乾燥且蒸發。將殘餘物在矽膠上以使用移動相環己烷/乙酸乙酯(從50%-50%至0%-100%之梯度環己烷-乙酸乙酯)的管柱層析術純化。此供給270mg標題化合物。 3-(2,6-Difluorophenyl)-1,2,4-thiadiazol-5-amine (200 mg) was first charged in acetonitrile. Diisopropylethylamine (303 mg) and 2,6-difluorobenzimid chloride (215 mg) were added and the reaction mixture was heated under reflux for 15 h. The reaction mixture was evaporated. Add some ethyl acetate. The organic phase was washed with water, dried and evaporated. The residue was purified on silica gel using column chromatography eluting with mobile phase cyclohexane / ethyl acetate (from 50% to 50% to 0% to 100% gradient of cyclohexane-ethyl acetate). This supplied 270 mg of the title compound.
HPLC-MS:質量(m/z):354.0(M+H)+ HPLC-MS: mass (m/z): 354.0 (M+H) +
1H-NMR(400.0MHz,d6-DMSO):參見化合物I-1-1之波峰列表(表4)3-(2,6-二氟苯基)-1,2,4-噻二唑-5-胺之合成流程 1 H-NMR (400.0 MHz, d 6 -DMSO): See the peak list of compound I-1-1 (Table 4) 3-(2,6-difluorophenyl)-1,2,4-thiadiazole -5-amine synthesis process
將雙(三甲基矽基)醯胺鋰(240Ml,1M於THF中)在0℃下添加至二乙醚(200mL)中的2,6-二氟苯甲腈(20g)之溶液中。將反應混合物在室溫下攪拌隔夜。在此之後,添加甲基三級丁醚(150mL)且將反應攪拌10分鐘。將反應混合物以水(50mL)稀釋且以乙酸乙酯(2x50mL)萃取。將水層鹼化(pH:12-14)且以乙酸乙酯(2x50mL)萃取。將合併的有機層經硫酸鈉乾燥且在減壓下濃縮,以供給成為白色固體的標題化合物(16g)。 Lithium bis(trimethyldecyl)guanamine (240 Ml, 1 M in THF) was added to a solution of 2,6-difluorobenzonitrile (20 g) in diethyl ether (200 mL). The reaction mixture was stirred at room temperature overnight. After that, methyl tertiary butyl ether (150 mL) was added and the reaction was stirred for 10 min. The reaction mixture was diluted with water (50 mL) The aqueous layer was basified (pH: 12-14) and extracted with ethyl acetate (2×50 mL). The combined organic layer was dried with sodium
1H-NMR(400.0MHz,d6-DMSO):δ=7.46-7.38(m,1H),7.13-7.08(m,2H),6.51(s大,3H)。 1 H-NMR (400.0 MHz, d 6 - DMSO): δ = 7.46-7.38 (m, 1H), 7.13 - 7.08 (m, 2H), 6.51 (s, 3H).
將N-溴琥珀醯亞胺(18g)在0℃下添加至四氯化碳(160mL)中的2,6-二氟苯甲醯亞胺醯胺(16g)之溶液中且將反應混合物攪拌1小時。將反應混合物通過矽藻土墊過濾且將過濾物在減壓下濃縮,以供給成為淡黃色固體的標題化合物(12g)。 Add N-bromosuccinimide (18 g) to a solution of 2,6-difluorobenzimidamide (16 g) in carbon tetrachloride (160 mL) at 0 ° C and stir the reaction mixture 1 hour. The reaction mixture was filtered through a pad of EtOAc (EtOAc)EtOAc.
HPLC-MS:質量(m/z):235.0(M+H)+ HPLC-MS: mass (m/z): 235.0 (M+H) +
將硫代氰酸鉀(10g)在0℃下經10分鐘期間添加至甲醇(120mL)中的2,6-二氟苯甲醯亞胺醯胺(12g)之溶液中且將反應混合物攪拌3小時。在減 壓下移除甲醇。將殘餘物以水(50mL)稀釋且以乙酸乙酯(2x50mL)萃取。將合併的有機層經硫酸鈉乾燥且在減壓下濃縮。將粗製化合物以管柱層析術純化,以供給成為白色固體的標題化合物(6.5g)。 Potassium thiocyanate (10 g) was added to a solution of 2,6-difluorobenzimidamide (12 g) in methanol (120 mL) over 10 min at 0 ° C and the reaction mixture was stirred 3 hour. In reduction Remove methanol by pressing. The residue was diluted with water (50 mL) andEtOAcEtOAc. The combined organic layers were dried with sodium sulfate and evaporated. The crude compound was purified by column chromatography to afford title compound (6.5 g).
HPLC-MS:質量(m/z):214.0(M+H)+ HPLC-MS: mass (m/z): 214.0 (M+H) +
1H-NMR(400.0MHz,d6-DMSO):δ=8.11(s,2H),7.57-7.50(m,1H),7.22-7.16(m,2H)。 1 H-NMR (400.0 MHz, d 6 - DMSO): δ=8.11 (s, 2H), 7.57-7.50 (m, 1H), 7.22 - 7.16 (m, 2H).
先將3-(2,6-二氟苯基)-1,2,4-噻二唑-5-胺(100mg)放入四氫呋喃中。分批添加氫化鈉(20.63mg)且將反應混合物在室溫下攪拌1小時。逐滴添加在四氫呋喃(113mg)中的2-溴苯甲醯氯且將反應混合物在室溫下攪拌隔夜。將反應以1mL甲醇淬滅。將殘餘物先在矽膠上以使用移動相環己烷/乙酸乙酯的管柱層析術及接著以製備性HPLC純化。這供給102mg標題化合物。 3-(2,6-Difluorophenyl)-1,2,4-thiadiazol-5-amine (100 mg) was first placed in tetrahydrofuran. Sodium hydride (20.63 mg) was added portionwise and the mixture was stirred at room temperature for 1 hour. 2-Bromobenzylidene chloride in tetrahydrofuran (113 mg) was added dropwise and the reaction mixture was stirred at room temperature overnight. The reaction was quenched with 1 mL of methanol. The residue was first purified on silica gel using column chromatography using mobile phase cyclohexane/ethyl acetate followed by preparative HPLC. This supplied 102 mg of the title compound.
HPLC-MS:質量(m/z):396.9 HPLC-MS: mass (m/z): 396.9
1H-NMR(400.0MHz,d6-DMSO):參見化合物I-1-5之波峰列表(表4) 1 H-NMR (400.0 MHz, d 6 -DMSO): See the peak list of compounds I-1-5 (Table 4)
將3-(2-氯苯基)-1,2,4-噻二唑-5-胺(150mg)放入2mL二氯甲烷中。在0℃下添加在1mL二氯甲烷中的三甲基胺(359mg)及2-溴苯甲醯氯(156mg)。將反應混合物在室溫下攪拌隔夜。將反應混合物以二氯甲烷稀釋且以水清洗。將有機相經硫酸鈉乾燥且蒸發。將所獲得的殘餘物在矽膠上以使用移動相環己烷/乙酸乙酯(100%-0%至0%-100%)的管柱層析術純化。這供給182mg標題化合物。 3-(2-Chlorophenyl)-1,2,4-thiadiazol-5-amine (150 mg) was taken in 2 mL dichloromethane. Trimethylamine (359 mg) and 2-bromobenzylidene chloride (156 mg) in 1 mL of dichloromethane were added at 0 °C. The reaction mixture was stirred at room temperature overnight. The reaction mixture was diluted with dichloromethane and washed with water. The organic phase was dried over sodium sulfate and evaporated. The residue obtained was purified on silica gel using column chromatography using mobile phase cyclohexane/ethyl acetate (100% to 0% to 0% to 100%). This supplied 182 mg of the title compound.
HPLC-MS:質量(m/z):393.9(M+H)+ HPLC-MS: mass (m/z): 393.9 (M+H) +
1H-NMR(400.0MHz,CD3CN):參見化合物I-1-21之波峰列表(表4) 1 H-NMR (400.0 MHz, CD3CN): See the peak list of compound I-1-21 (Table 4)
將3-(2,6-二氟苯基)-1,2,4-噻二唑-5-胺(100mg)放入氯仿中。添加異丙基乙基胺(182mg)。添加2-氯菸鹼醯氯(99mg)以及4-(N,N-二甲基胺基)吡啶(0.6mg)。將反應混合物在室溫下攪拌隔夜。添加一些水。在以二氯甲烷萃取之後,將有機相經硫酸鈉乾燥且蒸發。將所獲得的殘餘物以環己烷-乙酸乙酯作為洗提劑的矽膠管柱層析術純化。這供給118mg標題化合物。 3-(2,6-Difluorophenyl)-1,2,4-thiadiazol-5-amine (100 mg) was taken in chloroform. Isopropylethylamine (182 mg) was added. 2-Chloronicotinium chloride (99 mg) and 4-(N,N-dimethylamino)pyridine (0.6 mg) were added. The reaction mixture was stirred at room temperature overnight. Add some water. After extraction with dichloromethane, the organic phase was dried over sodium sulfate and evaporated. The obtained residue was purified by hydrazine column chromatography using cyclohexane-ethyl acetate as an eluent. This supplied 118 mg of the title compound.
HPLC-MS:質量(m/z):352.9(M+H)+ HPLC-MS: mass (m/z): 352.9 (M+H) +
1H-NMR(400.0MHz,d6-DMSO):參見化合物I-1-29之波峰列表(表4) 1 H-NMR (400.0 MHz, d6-DMSO): See the peak list of compounds I-1-29 (Table 4)
將N-[3-(2,6-二氟苯基)-1,2,4-噻二唑-5-基]-2-(三氟甲基)菸鹼醯胺(48mg)溶解在2mL甲醇中。添加1當量甲醇鈉。將反應混合物在室溫下攪拌1小時。接著將反應混合物蒸發,生成標題化合物(50mg)。 Dissolve N-[3-(2,6-difluorophenyl)-1,2,4-thiadiazol-5-yl]-2-(trifluoromethyl)nicotinamide (48 mg) in 2 mL In methanol. One equivalent of sodium methoxide was added. The reaction mixture was stirred at room temperature for 1 hour. The reaction mixture was evaporated to give title crystall
HPLC-MS:質量(m/z):386.0([M-Na++H+]+H)+ HPLC-MS: mass (m/z): 386.0 ([M-Na + +H + ] +H) +
1H-NMR(400.0MHz,d6-DMSO):參見化合物I-1-30之波峰列表(表4) 1 H-NMR (400.0 MHz, d 6 -DMSO): See the peak list of compounds I-1-30 (Table 4)
將3-(2,6-二氟苯基)-1,2,4-噻二唑-5-胺(1equiv)放入氯仿中。添加二異丙基乙基胺(3equiv)。在室溫下添加2-(三氟甲基)菸鹼醯氯(1.2equiv)及二甲基胺基吡啶(0.01equiv)。將反應混合物在室溫下攪拌隔夜。添加一些水。在以氯仿萃取之後,將有機相蒸發。將所獲得殘餘物以矽膠層析術及接著以HPLC純化。這供給標題化合物(5.5%之產率)以及N-[3-(2,6-二氟苯基)-1,2,4-噻二唑-5-基]-2-(三氟甲基)菸鹼醯胺(化合物I-1-6,36%產率)。 3-(2,6-Difluorophenyl)-1,2,4-thiadiazol-5-amine (1 equiv) was placed in chloroform. Diisopropylethylamine (3 equiv) was added. 2-(Trifluoromethyl)nicotinium chloride (1.2 equiv) and dimethylaminopyridine (0.01 equiv) were added at room temperature. The reaction mixture was stirred at room temperature overnight. Add some water. After extraction with chloroform, the organic phase was evaporated. The obtained residue was subjected to silica gel chromatography and then purified by HPLC. This supplied the title compound (5.5% yield) and N-[3-(2,6-difluorophenyl)-1,2,4-thiadiazol-5-yl]-2-(trifluoromethyl) Nicotinamide (Compound I-1-6, 36% yield).
HPLC-MS:質量(m/z):560.0(M+H)+ HPLC-MS: mass (m/z): 560.0 (M+H) +
1H-NMR(400.0MHz,d6-DMSO):參見化合物I-1-31之波峰列表(表4) 1 H-NMR (400.0 MHz, d6-DMSO): See the peak list of compounds I-1-31 (Table 4)
化合物I-1-6亦藉由如下方式獲得:將甲醇中的化合物I-1-31使用10% 氫氧化鈉在室溫下攪拌1小時而裂解,接著以製備性HPLC純化。化合物I-1-6之分析數據提供於表4中。 Compound 1-1-6 was also obtained by using 10% of compound I-1-31 in methanol. The sodium hydroxide was lysed by stirring at room temperature for 1 hour, followed by purification by preparative HPLC. Analytical data for Compounds I-1-6 are provided in Table 4.
將N-[3-(2,6-二氟苯基)-1,2,4-噻二唑-5-基]-2-(三氟甲基)菸鹼醯胺(化合物I-1-6,100mg)在氬氣下放入2mL二甲基甲醯胺中。添加氫化鈉(9mg)且將反應混合物在室溫下攪拌10分鐘。添加乙基碘(0.031mL)且將反應混合物在室溫下攪拌隔夜。以製備性HPC純化,以供給35.8mg標題化合物。 N-[3-(2,6-Difluorophenyl)-1,2,4-thiadiazol-5-yl]-2-(trifluoromethyl)nicotinium amide (Compound I-1- 6,100 mg) was placed in 2 mL of dimethylformamide under argon. Sodium hydride (9 mg) was added and the reaction mixture was stirred at room temperature for 10 min. Ethyl iodide (0.031 mL) was added and the reaction mixture was stirred at room temperature overnight. Purified by preparative HPC to supply 35.8 mg of the title compound.
HPLC-MS:質量(m/z):415.1(M+H)+ HPLC-MS: mass (m/z): 415.1 (M+H) +
1H-NMR(400.0MHz,d6-DMSO):參見化合物I-1-34之波峰列表(表4) 1 H-NMR (400.0 MHz, d 6 -DMSO): See the peak list of compounds I-1-34 (Table 4)
將1-[雙(二甲基胺基)亞甲基]-1H-1,2,3-三唑并[4,5-b]嘧啶3-氧化六氟磷酸)(HATU)(571mg)及二異丙基乙基胺(364mg)添加至二甲基甲醯胺中 的2-乙基菸鹼酸(227mg)中。將反應混合物在室溫下攪拌15分鐘。添加3-(2,6-二氟苯基)-1,2,4-噻二唑-5-胺(200mg)及4-(N,N-二甲基胺基)吡啶(11mg)。將反應在80℃下加熱且攪拌隔夜。以HPLC純化,以供給188mg標題化合物。 1-[Bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyrimidine-3-oxohexafluorophosphate (HATU) (571 mg) and Diisopropylethylamine (364 mg) was added to dimethylformamide In 2-ethylnicotinic acid (227 mg). The reaction mixture was stirred at room temperature for 15 minutes. 3-(2,6-Difluorophenyl)-1,2,4-thiadiazol-5-amine (200 mg) and 4-(N,N-dimethylamino)pyridine (11 mg) were added. The reaction was heated at 80 ° C and stirred overnight. Purified by HPLC to give 188 mg of the title compound.
HPLC-MS:質量(m/z):347.1(M+H)+ HPLC-MS: mass (m/z): 347.1 (M+H) +
1H-NMR(400.0MHz,d6-DMSO):參見化合物I-1-36之波峰列表(表4) 1 H-NMR (400.0 MHz, d 6 -DMSO): See the peak list of compounds I-1-36 (Table 4)
將N-(3-溴-1,2,4-噻二唑-5-基)-2-(三氟甲基)菸鹼醯胺(100mg)、[2-(三氟甲氧基)苯基]硼酸(175mg)、磷酸鉀(112mg)及X-Phos胺基聯苯基氯化鈀預觸媒(22mg)放入脫氣的四氫呋喃/水(2mL/0.2mL)之混合物中。將反應混合物在60℃下攪拌隔夜。在冷卻及以製備性HPLC純化之後,獲得73.5mg標題化合物。 N-(3-Bromo-1,2,4-thiadiazol-5-yl)-2-(trifluoromethyl)nicotinium amide (100 mg), [2-(trifluoromethoxy)benzene Boric acid (175 mg), potassium phosphate (112 mg) and X-Phos aminobiphenyl palladium chloride precatalyst (22 mg) were placed in a mixture of degassed tetrahydrofuran/water (2 mL / 0.2 mL). The reaction mixture was stirred at 60 ° C overnight. After cooling and purification by preparative HPLC, 73.5 mg of the title compound was obtained.
HPLC-MS:質量(m/z):435.0(M+H)+ HPLC-MS: mass (m/z): 435.0 (M+H) +
1H-NMR(400.0MHz,d6-DMSO):參見化合物I-1-55之波峰列表(表4) 1 H-NMR (400.0 MHz, d 6 -DMSO): See the peak list of compounds I-1-55 (Table 4)
將氨水溶液(26%,2equiv)添加至乙醇(15mL)中的3-溴-5-氯1,2,4-噻二唑(5g)之溶液中。將反應混合物在70℃下攪拌3小時。接著將其冷卻且添加碳酸氫鈉水溶液。將沉澱物過濾,以水清洗且乾燥。這供給2.88g標題化合物。 Aqueous ammonia solution (26%, 2 equiv) was added to a solution of 3-bromo-5-chloro 1,2,4-thiadiazole (5 g) in ethanol (15 mL). The reaction mixture was stirred at 70 ° C for 3 hours. It was then cooled and an aqueous solution of sodium hydrogencarbonate was added. The precipitate was filtered, washed with water and dried. This supplied 2.88 g of the title compound.
HPLC-MS:質量(m/z):182.0 HPLC-MS: mass (m/z): 182.0
1H-NMR(400.0MHz,d6-DMSO):8.37(br s,2H) 1 H-NMR (400.0 MHz, d 6 -DMSO): 8.37 (br s, 2H)
將1-[雙(二甲基胺基)亞甲基]-1H-1,2,3-三唑并[4,5-b]嘧啶3-氧化六氟磷酸)(HATU)(23.7g)及二異丙基乙基胺(20.3mL)添加至二甲基甲醯胺(97mL)中的2-(三氟甲基)菸鹼醯胺(11.9g)中。將反應混合物在室溫下攪拌15分鐘。添加3-溴-1,2,4-噻二唑-5-胺(7g)及4-(N,N-二甲基)胺基吡啶(475mg)。將反應在80℃下加熱且攪拌隔夜。添加磷酸鈉水溶液(5%)。將反應混合物以氯仿萃取4次。將有機相合併,乾燥且蒸發。將所獲得殘餘物在矽膠上以使用移動相環己烷/丙酮之管柱層析術純化。這供給5.12g標題化合物。 1-[Bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyrimidine-3-oxohexafluorophosphate (HATU) (23.7 g) Diisopropylethylamine (20.3 mL) was added to 2-(trifluoromethyl)nicotinamide (11.9 g) in dimethylformamide (97 mL). The reaction mixture was stirred at room temperature for 15 minutes. 3-Bromo-1,2,4-thiadiazol-5-amine (7 g) and 4-(N,N-dimethyl)aminopyridine (475 mg) were added. The reaction was heated at 80 ° C and stirred overnight. An aqueous solution of sodium phosphate (5%) was added. The reaction mixture was extracted 4 times with chloroform. The organic phases were combined, dried and evaporated. The residue obtained was purified on silica gel using column chromatography using mobile phase cyclohexane/acetone. This supplied 5.12 g of the title compound.
HPLC-MS:質量(m/z):352.9;354.9 HPLC-MS: mass (m/z): 352.9; 354.9
1H-NMR(400.0MHz,d6-DMSO):δ=14.20(s,1H),8.96(d,1H),8.41(d,1H),7.96(dd,1H) 1 H-NMR (400.0 MHz, d 6 -DMSO): δ = 14.20 (s, 1H), 8.96 (d, 1H), 8.41 (d, 1H), 7.96 (dd, 1H)
N-{3-[2-(三氟甲氧基)苯基]-1,2,4-噻二唑-5-基}-2-(三氟甲基)苯甲醯胺係以類似於合成實施例9,以N-(3-溴-1,2,4-噻二唑-5-基)-2-(三氟甲基)苯甲醯胺開始而獲得。 N-{3-[2-(Trifluoromethoxy)phenyl]-1,2,4-thiadiazol-5-yl}-2-(trifluoromethyl)benzamide is similar Synthesis Example 9 was obtained starting from N-(3-bromo-1,2,4-thiadiazol-5-yl)-2-(trifluoromethyl)benzamide.
HPLC-MS:質量(m/z):434.0(M+H)+ HPLC-MS: mass (m/z): 434.0 (M+H) +
1H-NMR(400.0MHz,d6-DMSO):參見化合物I-1-70之波蜂列示(表4) 1 H-NMR (400.0 MHz, d 6 -DMSO): see the list of compounds I-1-70 (Table 4)
N-(3-溴-1,2,4-噻二唑-5-基)-2-(三氟甲基)苯甲醯胺(4.3g)係以類似於合成實施例9,以2-(三氟甲基)苯甲酸(6.1g)及3-溴-1,2,4-噻二唑-5-胺(3.6g)開始而獲得。 N-(3-Bromo-1,2,4-thiadiazol-5-yl)-2-(trifluoromethyl)benzamide (4.3 g) was similar to Synthesis Example 9, to 2- (Trifluoromethyl)benzoic acid (6.1 g) and 3-bromo-1,2,4-thiadiazol-5-amine (3.6 g) were obtained.
HPLC-MS:質量(m/z):353.9 HPLC-MS: mass (m/z): 353.9
1H-NMR(400.0MHz,d6-DMSO):δ=14.06(s,1H),7.95(d,1H),7.89(m,3H) 1 H-NMR (400.0 MHz, d 6 -DMSO): δ = 14.06 (s, 1H), 7.95 (d, 1H), 7.89 (m, 3H)
將乙腈(5mL)添加至氬氣下的N-[3-(2-氯苯基)-1,2,4-噻二唑-5- 基]-2-(三氟甲基)菸鹼醯胺(化合物I-1-43,100mg)、三氟甲烷亞磺酸鈉(487mg)及三氟甲磺酸銅(II)(38mg)之混合物中。將三級丁基過氧化氫(0.75Ml,70wt.%於H2O中)以注射幫浦經1小時添加至劇烈攪拌的所得混合物中。在額外攪拌12小時之後,將反應混合物過濾。將所得過濾物濃縮至約2mL。以製備性HPLC分離,供給11mg標題化合物。 Add acetonitrile (5 mL) to N-[3-(2-chlorophenyl)-1,2,4-thiadiazol-5-yl]-2-(trifluoromethyl)nicotinium oxime under argon A mixture of the amine (Compound I-1-43, 100 mg), sodium trifluoromethanesulfinate (487 mg) and copper (II) triflate (38 mg). The three-butyl hydroperoxide (0.75Ml, 70wt.% In H 2 O) is an injection pump was added over one hour to the resultant mixture was vigorously stirred. After an additional 12 hours of stirring, the reaction mixture was filtered. The resulting filtrate was concentrated to approximately 2 mL. Separated by preparative HPLC, 11 mg of the title compound was obtained.
HPLC-MS:質量(m/z):453.0(M+H)+ HPLC-MS: mass (m/z): 453.0 (M+H) +
1H-NMR(400.0MHz,d6-DMSO):14.1(bs,1H),9.0(dd,4.8,1H),8.4(dd,8.0,1H),8.1(dd,1H),8.0(dd,1H),7.9(dd,1H),7.7(m,1H)。 1 H-NMR (400.0 MHz, d 6 -DMSO): 14.1 (bs, 1H), 9.0 (dd, 4.8, 1H), 8.4 (dd, 8.0, 1H), 8.1 (dd, 1H), 8.0 (dd, 1H), 7.9 (dd, 1H), 7.7 (m, 1H).
將乙腈(2mL)添加至氬氣下的2-(三氟甲基)-N-{3-[2-(三氟甲基)苯基]-1,2,4-噻二唑-5-基}菸鹼醯胺(化合物I-1-20,70mg)、三氟甲烷亞磺酸鈉(313mg)及三氟甲磺酸銅(II)(18mg)之混合物中。將三級丁基過氧化氫(0.28mL,70wt.%於水中)以注射幫浦經30分鐘添加至劇烈攪拌的所得混合物中。將反應混合物攪拌18小時,且接著添加額外的三氟甲烷亞磺酸鈉(313mg)及三級丁基過氧化氫(0.28mL,70wt.%於水中)。在額外攪拌15小時之後,將反應混合物過濾。將所得過濾物濃縮至約1mL。以製備性HPLC分離,供給1mg標題化合物。 Add acetonitrile (2 mL) to 2-(trifluoromethyl)-N-{3-[2-(trifluoromethyl)phenyl]-1,2,4-thiadiazole-5- under argon a mixture of nicotinamide (Compound I-1-20, 70 mg), sodium trifluoromethanesulfinate (313 mg) and copper (II) triflate (18 mg). Tributyl butyl hydroperoxide (0.28 mL, 70 wt.% in water) was added to the resulting mixture with vigorous stirring over 30 minutes with an injection pump. The reaction mixture was stirred for 18 hours and then additional sodium trifluoromethanesulfinate (313 mg) and tri-butyl hydroperoxide (0.28 mL, 70 wt.% in water) were added. After an additional 15 hours of stirring, the reaction mixture was filtered. The resulting filtrate was concentrated to approximately 1 mL. Separated by preparative HPLC, 1 mg of the title compound was obtained.
HPLC-MS:質量(m/z):487.1(M+H)+ HPLC-MS: mass (m/z): 487.1 (M+H) +
1H-NMR(400.0MHz,d6-DMSO):14.07(bs,1H),8.96(d,1H),8.49(d, 1H),8.28(d,2H),8.03(t,1H),7.93(dd,1H)。 1 H-NMR (400.0 MHz, d 6 -DMSO): 14.07 (bs, 1H), 8.96 (d, 1H), 8.49 (d, 1H), 8.28 (d, 2H), 8.03 (t, 1H), 7.93 (dd, 1H).
此化合物(2mg)亦自從化合物I-1-20轉變成化合物I-1-65及化合物I-1-66之先前反應分離而來。 This compound (2 mg) was also isolated from the previous reaction of the compound I-1-20 to the compound I-1-65 and the compound I-1-66.
HPLC-MS:質量(m/z):487.1(M+H)+ HPLC-MS: mass (m/z): 487.1 (M+H) +
1H-NMR(400.0MHz,d6-DMSO):14.09(bs,1H),8.97(d,4.8Hz,1H),8.45(d,7.9Hz,1H),8.24-8.27(m,2H),8.15(d,8.4Hz,1H),7.94(dd,7.9,4.8Hz,1H)。 1 H-NMR (400.0MHz, d 6 -DMSO): 14.09 (bs, 1H), 8.97 (d, 4.8Hz, 1H), 8.45 (d, 7.9Hz, 1H), 8.24-8.27 (m, 2H), 8.15 (d, 8.4 Hz, 1H), 7.94 (dd, 7.9, 4.8 Hz, 1H).
將N-碘琥珀醯亞胺(141mg)、Pd(OAc)2(24mg)及乙腈(2ml)添加至5ml緊壓可密封燒瓶中的N-(3-苯基-1,2,4-噻二唑-5-基)-2-(三氟甲基)菸鹼醯胺(100mg,藉由醯胺與對應胺偶合而獲得的化合物)之混合物中。將混合物在密封燒瓶中(5mL)以110℃加熱隔夜。在室溫下添加10% Na2SO3水溶液(25mL),將所得懸浮液以二氯甲烷(3 x 50mL)萃取,將有機相合併,通過水推進過濾器過濾且在減壓下移除溶劑。將粗製材料溶解在二甲基亞 碸(2ml)中且轉移至5ml緊壓可密封燒瓶中。添加氰化銅(I)(32mg)且將混合物在140℃下加熱1小時。添加水(20ml)且以過濾收集所得沉澱物。使用製備性HPLC進一步純化,以供給成為白色固體的標題化合物(10.1mg)。 Add N-iodosuccinimide (141 mg), Pd(OAc) 2 (24 mg) and acetonitrile (2 ml) to 5 ml of N-(3-phenyl-1,2,4-thiazide in a tightly sealable flask A mixture of oxazol-5-yl)-2-(trifluoromethyl)nicotinium amide (100 mg, a compound obtained by coupling a decylamine with a corresponding amine). The mixture was heated at 110 ° C overnight in a sealed flask (5 mL). A 10% aqueous solution of Na 2 SO 3 (25 mL) was added at room temperature, and the obtained suspension was extracted with dichloromethane (3×50 mL), and the organic phases were combined, filtered through a water-driving filter and solvent was removed under reduced pressure. . The crude material was dissolved in dimethyl hydrazine (2 ml) and transferred to a 5 ml tight pressure sealable flask. Copper (I) cyanide (32 mg) was added and the mixture was heated at 140 ° C for 1 hour. Water (20 ml) was added and the resulting precipitate was collected by filtration. The title compound (10.1 mg) was obtained as a white solid.
HPLC-MS:質量(m/z):376.0(M+H)+ HPLC-MS: mass (m/z): 376.0 (M+H) +
1H-NMR(400.0MHz,CD3OD):9.0(d,1H),8,4(d,1H),8,3(dd,1H),8.0(dd,1H),7.9(dd,1H),7.9(dt,1H),7.7(dt,1H)。 1 H-NMR (400.0 MHz, CD 3 OD): 9.0 (d, 1H), 8, 4 (d, 1H), 8, 3 (dd, 1H), 8.0 (dd, 1H), 7.9 (dd, 1H) ), 7.9 (dt, 1H), 7.7 (dt, 1H).
化合物I-1-78係自N-(3-苯基-1,2,4-噻二唑-5-基)-2-(三氟甲基)菸鹼醯胺(100mg)轉變成化合物I-1-67(單腈)及化合物I-1-78(雙腈)之先前反應獲得的第二產物。其係以製備性HPLC純化之後所獲得(4mg)。 Compound I-1-78 is converted from N-(3-phenyl-1,2,4-thiadiazol-5-yl)-2-(trifluoromethyl)nicotiniumamine (100 mg) to compound I A second product obtained by the previous reaction of 1-67 (mononitrile) and compound I-1-78 (biscarbonitrile). It was obtained after preparative HPLC purification (4 mg).
HPLC-MS:質量(m/z):401.1(M+H)+ HPLC-MS: mass (m/z): 401.1 (M+H) +
1H-NMR(400.0MHz,CD3OD):8,9(dd,1H),8,3(dd,1H),8,2(d,2H),7,8(m,2H)。 1 H-NMR (400.0 MHz, CD 3 OD): 8,9 (dd, 1H), 8, 3 (dd, 1H), 8, 2 (d, 2H), 7, 8 (m, 2H).
將2-(三氟甲基)菸鹼酸(168mg)、六氟磷酸溴-參-吡咯啶鏻(513mg)及3-[3-氯5-(三氟甲基)吡啶-2-基]-1,2,4-噻二唑-5-胺(206mg)及異丙基乙基胺(189mg)放入二氯甲烷(7mL)中。將反應混合物在室溫下攪拌隔夜。添加一些水。在以二氯甲烷萃取之後,將有機相乾燥且蒸發。將所獲得殘餘物先以矽膠層析術及接著以製備性HPLC純化。這供給65mg標題化合物。 2-(Trifluoromethyl)nicotinic acid (168 mg), bromine-pyrrolidinium hexafluorophosphate (513 mg) and 3-[3-chloro-5-(trifluoromethyl)pyridin-2-yl] -1,2,4-thiadiazol-5-amine (206 mg) and isopropylethylamine (189 mg) were placed in dichloromethane (7 mL). The reaction mixture was stirred at room temperature overnight. Add some water. After extraction with dichloromethane, the organic phase was dried and evaporated. The residue obtained was purified by gel chromatography followed by preparative HPLC. This supplied 65 mg of the title compound.
HPLC-MS:質量(m/z):353.9(M+H)+ HPLC-MS: mass (m/z): 353.9 (M+H) +
1H-NMR(400.0MHz,d6-DMSO):參化合物I-2-3之波峰列表(表2) 1 H-NMR (400.0 MHz, d6-DMSO): list of peaks of reference compound I-2-3 (Table 2)
化合物I-2-6(66mg)係使用二異丙基乙基胺作為鹼及適當的起始噻二唑-胺加成物以類似於化合物I-1-21的方式獲得。 Compound I-2-6 (66 mg) was obtained using diisopropylethylamine as the base and the appropriate starting thiadiazole-amine adduct in a similar manner to compound I-1-21.
HPLC-MS:質量(m/z):351.0,352.9 HPLC-MS: mass (m/z): 351.0, 352.9
1H-NMR(400.0MHz,d6-DMSO):13.82(s,1H),8.67(d,1H),8.15(d,1H),7.79(d,1H),7.65-7.59(m,3H),7.52(t,1H)。 1 H-NMR (400.0MHz, d6 -DMSO): 13.82 (s, 1H), 8.67 (d, 1H), 8.15 (d, 1H), 7.79 (d, 1H), 7.65-7.59 (m, 3H), 7.52 (t, 1H).
將2M於己烷中的三甲基鋁溶液(20.8g,144mmol)在0℃下逐滴添加至甲苯(200mL)中的氯化銨(7.70g)之溶液中且將混合物攪拌30分鐘。接著添加3-氯吡啶-2-甲腈(10.0g)。將反應加熱至80℃且在此溫度下攪拌,直到停止氣體放出為止。在反應完成之後,將反應混合物冷卻至0℃,以甲醇(10mL)淬滅且通過矽膠墊過濾。將過濾物在減壓下蒸發。這供給8.43g標題化合物。 2M a solution of trimethylaluminum in hexane (20.8 g, 144 mmol) was added dropwise to a solution of ammonium chloride (7.70 g) in toluene (200 mL) at 0 ° C and the mixture was stirred for 30 min. Then 3-chloropyridine-2-carbonitrile (10.0 g) was added. The reaction was heated to 80 ° C and stirred at this temperature until gas evolution ceased. After the reaction was completed, the reaction mixture was cooled to EtOAc (EtOAc) The filtrate was evaporated under reduced pressure. This supplied 8.43 g of the title compound.
將三甲基胺(10.7g)在0℃下添加至甲醇(100mL)中的3-氯吡啶-2-甲醯亞胺醯胺(5.50g)之溶液中,接著逐滴添加溴(5.64g)。將反應混合物在0℃下攪拌30分鐘,然後添加硫代氰酸鉀(3.77g)。將反應在室溫下攪拌隔夜且接著在減壓下蒸發。將殘餘物以水清洗,在空氣中乾燥且自乙腈再結晶,獲得3.15g標題化合物。 Trimethylamine (10.7 g) was added to a solution of 3-chloropyridin-2-carboxamide (5.50 g) in methanol (100 mL) at 0 ° C, followed by dropwise addition of bromine (5.64 g) ). The reaction mixture was stirred at 0 ° C for 30 min then potassium thiocyanate (3.77 g). The reaction was stirred at room temperature overnight and then evaporated under reduced pressure. The residue was washed with water, dried over EtOAc EtOAc EtOAc
化合物I-3-1(17mg)係以類似於化合物I-1-36(合成實施例8)的方式使用適當的起始噻二唑-胺(100mg)獲得。 Compound 1-3-1 (17 mg) was obtained in a similar manner to the compound I-1-36 (Synthesis Example 8) using the appropriate starting thiadiazole-amine (100 mg).
HPLC-MS:質量(m/z):385.0(M+H)+ HPLC-MS: mass (m/z): 385.0 (M+H) +
1H-NMR(400.0MHz,d6-DMSO):參見化合物I-3-1之波峰列表(表3) 1 H-NMR (400.0 MHz, d6-DMSO): See the peak list of compound I-3-1 (Table 3)
適當的噻二唑-胺加成物係以類似於3-(3-氯吡啶-2-基)-1,2,4-噻二唑-5-胺的方式使用先前所述之合成實施例15中的2步驟模式以2-氯菸鹼腈開始而獲得。 A suitable thiadiazole-amine adduct is used in a manner similar to 3-(3-chloropyridin-2-yl)-1,2,4-thiadiazol-5-amine, using the previously described synthetic examples. The 2-step mode in 15 was obtained starting with 2-chloronicotinonitrile.
表1、2和3中所述之式(I-1)、(I-2)和(I-3)化合物同樣為較佳的化合物,其係根據或以類似於上述合成實施例而獲得。 The compounds of the formulae (I-1), (I-2) and (I-3) described in Tables 1, 2 and 3 are also preferably preferred compounds which are obtained according to or in analogy with the above-mentioned synthetic examples.
所選擇之實施例的1H-NMR資料係以1H-NMR波峰列表形式記錄。對各信號波峰列表出以ppm計之δ值及在圓括弧中的信號強度。δ值-信號強度對之間以分號作為定界符號。 The 1H-NMR data of the selected examples were recorded as a 1H-NMR peak list. For each signal peak list, the delta value in ppm and the signal strength in parentheses are shown. A semicolon is used as a delimiter between the δ value-signal strength pair.
實施例的波峰列表因此具有下列形式:δ1(強度1);δ2(強度2);........;δi(強度i);......;δn(強度n) The list of peaks of an embodiment thus has the following form: δ 1 (intensity 1 ); δ 2 (intensity 2 ); ........; δ i (intensity i ); ...; δ n ( Strength n )
銳利信號的強度與NMR光譜印出的實例中以公分計之信號高度相關且其顯示真實的信號強度關係。可從寬的信號顯示出信號的數個尖峰或中間及其與光譜中最強的信號相比的相對強度。 The intensity of the sharp signal is highly correlated with the signal in centimeters in the example printed by the NMR spectrum and it shows the true signal strength relationship. A wide signal can be used to show the number of peaks or middles of the signal and its relative intensity compared to the strongest signal in the spectrum.
吾等使用四甲基矽烷及/或所使用的溶劑之化學偏移校準1H光譜之化學偏移,尤其在DMSO中所測量之光譜的例子中。因此,四甲基矽烷尖峰可發生但不一定出現在NMR波峰列表中。 We used a chemical shift of tetramethyl decane and/or the solvent used to calibrate the chemical shift of the 1H spectrum, especially in the example of the spectrum measured in DMSO. Thus, tetramethylnonane spikes can occur but do not necessarily appear in the NMR peak list.
1 H-NMR波峰列表係類似於傳統的1 H-NMR印表且因此通常含有所有的尖峰,其以傳統的NMR-解讀方式列出。 The 1 H-NMR peak list is similar to conventional 1 H-NMR prints and therefore typically contains all spikes, which are listed in a conventional NMR-interpretation.
另外,其可如同傳統的1 H-NMR印表顯示溶劑信號、標的化合物的立體異構物(其亦為本發明的目標)及/或雜質的尖峰。 In addition, it can exhibit a solvent signal, a stereoisomer of the target compound (which is also a target of the invention) and/or a spike of impurities, as in a conventional 1 H-NMR print.
溶劑的常見尖峰(例如在DMSO-D6中的DMSO尖峰)及水的尖峰顯示在吾等的1 H-NMR波峰列表中,以顯示在溶劑及/或水的δ範圍內的化合物信號,且其通常平均具有的高強度。 Common spikes in solvents (such as DMSO spikes in DMSO-D 6 ) and water spikes are shown in our 1 H-NMR peak list to show compound signals in the δ range of solvent and/or water, and It usually has a high intensity on average.
標的化合物的立體異構物尖峰和/或雜質的尖峰通常平均具有比標的化合物尖峰(例如具有純度>90%)更低的強度。 The spikes of stereoisomers and/or impurities of the subject compounds typically have an average intensity that is lower than the target compound spike (e.g., having a purity > 90%).
此種立體異構物及/或雜質可為特定的製備法之典型代表。因此,該等尖峰可助於經由〝副產物指紋〞來辨識吾等製備方法的重現性。 Such stereoisomers and/or impurities may be representative of a particular preparation process. Therefore, these spikes can help identify the reproducibility of our preparation methods via the by-product fingerprint enthalpy.
若必要時,以已知的方法(MestreC、ACD-模擬,但亦具有憑經驗評估之期望值)計算標的化合物尖峰的專家可視需要使用附加的強度濾波器分離出標的化合物的尖峰。此分離法可類似於傳統的1 H-NMR解讀之相關的波峰擷取。 If necessary, experts who calculate the target compound spikes in a known manner (MestreC, ACD-simulation, but also with empirically evaluated expectations) may optionally use an additional intensity filter to separate the spikes of the target compound. This separation method can be similar to the peak extraction associated with conventional 1 H-NMR interpretation.
在出版物中發現具有波峰列表之NMR-數據說明的更多細節:Citation of NMR Peaklist Data within Patent Applications”of the Research Disclosure Database Number 564025。 More details of the NMR-data description with a list of peaks are found in the publication: Citation of NMR Peaklist Data within Patent Applications" of the Research Disclosure Database Number 564025.
將9mg化合物溶解在1ml丙酮中且以丙酮稀釋至所欲濃度。將250μl試驗溶液填充至25ml玻璃試驗管中且藉由在搖動裝置上轉動及傾斜而均勻分布在內壁上(以30rpm經2小時)。以900ppm之化合物濃度、44,7cm2之內表面及均勻的分布達成5μg/cm2之劑量。 9 mg of the compound was dissolved in 1 ml of acetone and diluted with acetone to the desired concentration. 250 μl of the test solution was filled into a 25 ml glass test tube and uniformly distributed on the inner wall (for 2 hours at 30 rpm) by being rotated and tilted on a shaking device. At a concentration of 900ppm compound, the surface and the uniform distribution of 44,7cm reached within 2 5μg / cm 2 of dosage.
在溶劑蒸發之後,以5-10隻成年貓蚤(貓蚤)填充至各試驗管,以穿孔蓋密封且在室溫及相對濕度下以水平位置培育。在48小時後測定效能。將跳蚤敲擊至該管底部且在45-50℃之加熱板最多5分鐘。將不能夠向上爬以躲避熱而呈保持不動或以不協調方式移動的跳蚤標記為死亡或垂死。 After evaporation of the solvent, 5-10 adult cats (cats) were filled into each test tube, sealed with a perforated lid and incubated at a horizontal position at room temperature and relative humidity. The potency was measured after 48 hours. Tap the fleas to the bottom of the tube and heat the plate at 45-50 ° C for up to 5 minutes. Fleas that are unable to climb upwards to avoid heat and move in an uncoordinated manner are marked as dead or dying.
若以5μg/cm2之化合物濃度監測到至少80%之效能,則化合物顯示對抗貓蚤的良好效能。100%之效能意指所有的跳蚤死亡或垂死;0%之效能意指沒有跳蚤死亡或垂死。 If at least 80% of the potency was monitored at a compound concentration of 5 μg/cm 2 , the compound showed good efficacy against meerkats. 100% effectiveness means that all fleas die or dying; 0% effectiveness means no fleas die or dying.
在此試驗中,來自製備實施例的下列化合物在5μg/cm2(=500g/ha)之施予率下顯示100%之良好活性:I-1-4、I-1-6、I-1-7、I-1-31。 In this test, the following compounds from the preparation examples showed 100% good activity at an application rate of 5 μg/cm 2 (=500 g/ha): I-1-4, I-1-6, I-1 -7, I-1-31.
在此試驗中,來自製備實施例的下列化合物在5μg/cm2(=500g/ha)之施予率下顯示90%之良好活性:I-1-30。 In this test, the following compounds from the preparation examples showed a good activity of 90% at an application rate of 5 μg/cm 2 (=500 g/ha): I-1-30.
溶劑:二甲基亞碸 Solvent: dimethyl hydrazine
為了製造適合的活性化合物製劑,將10mg活性化合物溶解在0.5ml溶劑中且將濃縮物以溶劑稀釋至所欲濃度。 To make a suitable active compound preparation, 10 mg of the active compound is dissolved in 0.5 ml of solvent and the concentrate is diluted with the solvent to the desired concentration.
將1μl化合物溶液注入5隻吮足血之成年雌性牛蜱(澳洲牛蜱)的腹部中。將牛蜱轉移至複製盤中且在氣候控制室內培育。 1 μl of the compound solution was injected into the abdomen of 5 adult female calves (Australian calves). The burdock is transferred to a replica plate and incubated in a climate control room.
將看不出受精的卵貯存在氣候控制室內,直到於約42天後幼蟲孵出。100%之效能意指所有的卵皆不為受精卵;0%之效能意指所有的卵為受精卵。 The fertilized eggs are not stored in the climate control room until the larvae hatch after about 42 days. 100% efficacy means that all eggs are not fertilized eggs; 0% efficacy means that all eggs are fertilized eggs.
在此試驗中,例如來自製備實施例的下列化合物在20μg/動物之施予率下顯示100%之良好活性:I-1-1、I-1-3、I-1-4、I-1-5、I-1-6、I-1-7、I-1-8、I-1-9、I-1-11、I-1-12、I-1-14、I-1-20、I-1-22、I-1-30、I-1-31、I-1-44、I-1-55、I-1-57。 In this test, for example, the following compounds from the preparation examples showed 100% good activity at an application rate of 20 μg/animal: I-1-1, I-1-3, I-1-4, I-1 -5, I-1-6, I-1-7, I-1-8, I-1-9, I-1-11, I-1-12, I-1-14, I-1-20 , I-1-22, I-1-30, I-1-31, I-1-44, I-1-55, I-1-57.
溶劑:二甲基亞碸 Solvent: dimethyl hydrazine
為了製造適合的活性化合物製劑,將10mg活性化合物溶解在0.5ml溶劑中且將濃縮物以牛血稀釋至所欲濃度。 To make a suitable active compound preparation, 10 mg of the active compound is dissolved in 0.5 ml of solvent and the concentrate is diluted to the desired concentration with bovine blood.
將約20隻未餵食之成年貓蚤(貓蚤)放進跳蚤室內。將底部以封口膜密封的血室以補充化合物溶液的牛血填充且放在以紗布覆蓋的跳蚤室頂端,使跳蚤能夠吸血。將血室加熱到37℃,而將跳蚤室保持在室溫下。 About 20 unfed adult cats (cats) were placed in the flea room. The blood chamber sealed with the parafilm at the bottom is filled with bovine blood supplemented with the compound solution and placed on the top of the flea chamber covered with gauze, so that the flea can absorb blood. The blood chamber was heated to 37 ° C while the flea chamber was kept at room temperature.
在2天後測定死亡率%。100%意指所有的貓蚤皆被殺死;0%意指沒有貓蚤被殺死。 The % mortality was determined after 2 days. 100% means that all cats are killed; 0% means that no cats are killed.
在此試驗中,例如來自製備實施例的下列化合物在100ppm之施予率下顯示100%之良好活性:I-1-6、I-1-14、I-1-20、I-1-30、I-1-31、I-1-44、I-1-55、I-1-57。 In this test, for example, the following compounds from the preparation examples showed 100% good activity at an application rate of 100 ppm: I-1-6, I-1-14, I-1-20, I-1-30 , I-1-31, I-1-44, I-1-55, I-1-57.
在此試驗中,例如來自製備實施例的下列化合物在100ppm之施予率下顯示98%之良好活性:I-1-12。 In this test, for example, the following compounds from the preparation examples showed 98% good activity at an application rate of 100 ppm: I-1-12.
在此試驗中,例如來自製備實施例的下列化合物在100ppm之施予率下顯示95%之良好活性:I-1-1。 In this test, for example, the following compounds from the preparation examples showed 95% good activity at an application rate of 100 ppm: I-1-1.
在此試驗中,例如來自製備實施例的下列化合物在100ppm之施予率下顯示90%之良好活性:I-1-4、I-1-7、I-1-8。 In this test, for example, the following compounds from the preparation examples showed 90% good activity at an application rate of 100 ppm: I-1-4, I-1-7, I-1-8.
在此試驗中,例如來自製備實施例的下列化合物在100ppm之施予率下顯示70%之良好活性:I-1-9、I-1-25、I-1-28。 In this test, for example, the following compounds from the preparation examples showed 70% good activity at an application rate of 100 ppm: I-1-9, I-1-25, I-1-28.
溶劑:二甲基亞碸 Solvent: dimethyl hydrazine
將10mg活性化合物溶解在0.5ml二甲基亞碸中。進行系列稀釋以獲得所欲比率。 10 mg of the active compound was dissolved in 0.5 ml of dimethyl hydrazine. Serial dilutions were performed to achieve the desired ratio.
將大約20隻銅綠蠅(Australian sheep blowfly)(銅綠蠅(Lucilia cuprina))第1齡幼蟲轉移至含有碎馬肉及所欲濃度的化合物溶液的試管中。 Approximately 20 Australian sheep blowfly (Lucilia cuprina) first instar larvae were transferred to test tubes containing ground horse meat and a solution of the desired concentration of compound.
在2天後測定死亡率%。100%意指所有的幼蟲皆被殺死;0%意指沒有幼蟲被殺死。 The % mortality was determined after 2 days. 100% means that all larvae are killed; 0% means that no larvae are killed.
在此試驗中,例如來自製備實施例的下列化合物在100ppm之施予率下顯示100%之良好活性:I-1-6、I-1-7、I-1-8、I-1-14、I-1-20、I-1-30、I-1-31、I-1-44、I-1-55、I-1-57。 In this test, for example, the following compounds from the preparation examples showed 100% good activity at an application rate of 100 ppm: I-1-6, I-1-7, I-1-8, I-1-14 , I-1-20, I-1-30, I-1-31, I-1-44, I-1-55, I-1-57.
在此試驗中,例如來自製備實施例的下列化合物在100ppm之施予率 下顯示70%及<100%之良好活性:I-1-4、I-1-5、I-1-12、I-1-19。 In this test, for example, the following compounds from the preparation examples are shown at an application rate of 100 ppm. Good activity of 70% and <100%: I-1-4, I-1-5, I-1-12, I-1-19.
溶劑:二甲基亞碸 Solvent: dimethyl hydrazine
為了製造適合的活性化合物製劑,將10mg活性化合物溶解在0.5ml溶劑且將濃縮物以水稀釋至所欲濃度。 To make a suitable active compound preparation, 10 mg of the active compound is dissolved in 0.5 ml of solvent and the concentrate is diluted with water to the desired concentration.
將10隻成蟲家蠅(house flies)(家蠅(Musca domestica))轉移至含有以糖與所欲濃度之化合物溶液的混合物浸泡之海綿的容器中。 Ten adult house flies (Musca domestica) were transferred to a container containing a sponge soaked in a mixture of a sugar and a desired concentration of the compound solution.
在2天後測定死亡率%。100%以指所有的蒼蠅皆被殺死;0%意指沒有蒼蠅被殺死。 The % mortality was determined after 2 days. 100% means that all flies are killed; 0% means that no flies are killed.
在此試驗中,例如來自製備實施例的下列化合物在100ppm之施予率下顯示100%之良好活性:I-1-57。 In this test, for example, the following compounds from the preparation examples showed 100% good activity at an application rate of 100 ppm: I-1-57.
在此試驗中,例如來自製備實施例的下列化合物在100ppm之施予率下顯示80%之良好活性:I-1-31。 In this test, for example, the following compounds from the preparation examples showed 80% good activity at an application rate of 100 ppm: I-1-31.
溶劑:二甲基亞碸 Solvent: dimethyl hydrazine
為了製造適合的活性化合物製劑,將10mg活性化合物溶解在0.5ml溶劑且將濃縮物以〝林格(Ringer)氏溶液〞稀釋至所欲濃度。 To make a suitable active compound formulation, 10 mg of the active compound is dissolved in 0.5 ml of solvent and the concentrate is diluted in a Ringer's solution to the desired concentration.
將約40隻紅胃蟲(red stomach worm)(捻轉血矛線蟲)幼蟲轉移至含有化合物溶液的試管中。 About 40 red stomach worms were transferred to a test tube containing the compound solution.
在5天後記錄幼蟲死亡百分比。100%之效能意指所有的幼蟲皆被殺死;0%之效能意指沒有幼蟲被殺死。 The percentage of larval death was recorded after 5 days. 100% efficacy means that all larvae are killed; 0% efficacy means that no larvae are killed.
在此試驗中,例如來自製備實施例的下列化合物在20ppm之施予率 下顯示100%之良好活性:I-1-2。 In this test, for example, the following compounds from the preparation examples were administered at a rate of 20 ppm. The following shows 100% good activity: I-1-2.
在此試驗中,例如來自製備實施例的下列化合物在20ppm之施予率下顯示80%之良好活性:I-1-1、I-1-56。 In this test, for example, the following compounds from the preparation examples showed 80% good activity at an application rate of 20 ppm: I-1-1, I-1-56.
溶劑:78.0重量份丙酮 Solvent: 78.0 parts by weight of acetone
1.5重量份二甲基甲醯 1.5 parts by weight of dimethylformamidine
乳化劑:烷基芳基聚乙二醇醚 Emulsifier: alkyl aryl polyglycol ether
為了製造適合的活性化合物製劑,將1重量份活性化合物與所述量溶劑混合,且將濃縮物以含有1000ppm乳化劑濃度的水稀釋至所欲濃度。以含有乳化劑的水稀釋而準備更多的試驗濃度。 To produce a suitable active compound formulation, 1 part by weight of active compound is mixed with the amount of solvent, and the concentrate is diluted to a desired concentration with water containing a concentration of 1000 ppm emulsifier. Prepare more test concentrations by diluting with water containing an emulsifier.
將浸泡的小麥種子(小麥(Triticum aestivum))放入以糖及一些水填充的多槽孔盤中且培育1天以發芽(每一槽孔5顆種子)。以含有所欲濃度的活性成分之試驗溶液噴灑發芽的小麥種子。後來每一單元受到10-20隻帶斑黄瓜葉甲蟲(banded cucumber beetle)(帶斑黄瓜葉甲)的幼蟲侵襲。 The soaked wheat seeds (Triticum aestivum) were placed in a multi-slot tray filled with sugar and some water and incubated for 1 day to germinate (5 seeds per well). The germinated wheat seeds are sprayed with a test solution containing the active ingredient at the desired concentration. Each unit was later invaded by 10-20 larvae of the banded cucumber beetle (potted cucumber beetle).
在7天後測定效能%。100%意指所有的幼苗皆成長,如同未經處理的未受侵襲之對照物;0%意指沒有幼苗成長。 The potency % was determined after 7 days. 100% means that all seedlings grow, like untreated uninfested controls; 0% means no seedlings grow.
在此試驗中,例如來自製備實施例的下列化合物在160μg/槽孔之施予率下顯示100%之良好活性:I-1-7、I-1-19、I-1-20、I-1-44、I-1-55、I-1-57、I-1-64、I-1-70、I-1-73。 In this test, for example, the following compounds from the preparation examples showed 100% good activity at an application rate of 160 μg/well: I-1-7, I-1-19, I-1-20, I- 1-44, I-1-55, I-1-57, I-1-64, I-1-70, I-1-73.
在此試驗中,例如來自製備實施例的下列化合物在160μg/槽孔之施予率下顯示80%之良好活性:I-1-6、I-1-29、I-1-38、I-1-53、I-1-61、I-1-77。 In this test, for example, the following compounds from the preparation examples showed 80% good activity at an application rate of 160 μg/well: I-1-6, I-1-29, I-1-38, I- 1-53, I-1-61, I-1-77.
溶劑:125.0重量份丙酮 Solvent: 125.0 parts by weight of acetone
為了製造適合的活性化合物製劑,將1重量份活性化合物與所述量溶劑混合,且將濃縮物以水稀釋至所欲濃度。 To produce a suitable active compound formulation, 1 part by weight of active compound is mixed with the amount of solvent and the concentrate is diluted with water to the desired concentration.
將容器以砂、活性成分溶液、含有南方根瘤線蟲(南方根瘤線蟲)的卵和幼蟲的懸浮液及萵苣種子填充。萵苣種子發芽且幼苗成長。蟲癭於根系上發展。 The container is filled with sand, a solution of the active ingredient, a suspension of eggs and larvae containing the nematode (Southern root nodule) and lettuce seeds. Lettuce seeds germinate and seedlings grow. Insects develop on the roots.
在14天後,以蟲癭形成百分比為基準測定殺線蟲活性。100%意指沒有發現蟲癭;0%意指於在處理之植物上所發現的蟲癭數目等於未經處理控制植物。 After 14 days, nematicidal activity was determined based on the percentage of mites formation. 100% means that no insects were found; 0% means that the number of insects found on the treated plants was equal to the untreated control plants.
在此試驗中,例如來自製備實施例的下列化合物在20ppm之施予率下顯示100%之良好活性:I-1-2、I-1-6、I-1-10、I-1-12、I-1-14、I-1-20、I-1-29、I-1-30、I-1-36。 In this test, for example, the following compounds from the preparation examples showed 100% good activity at an application rate of 20 ppm: I-1-2, I-1-6, I-1-10, I-1-12 , I-1-14, I-1-20, I-1-29, I-1-30, I-1-36.
在此試驗中,例如來自製備實施例的下列化合物在20ppm之施予率下顯示90%之良好活性:I-1-1、I-1-3、I-1-4、I-1-5、I-1-13、I-1-16、I-1-19、I-1-28、I-1-48。 In this test, for example, the following compounds from the preparation examples showed 90% good activity at an application rate of 20 ppm: I-1-1, I-1-3, I-1-4, I-1-5 , I-1-13, I-1-16, I-1-19, I-1-28, I-1-48.
在此試驗中,例如來自製備實施例的下列化合物在20ppm之施予率下顯示70%之良好活性:I-1-9、I-1-39。 In this test, for example, the following compounds from the preparation examples showed 70% good activity at an application rate of 20 ppm: I-1-9, I-1-39.
溶劑:78.0重量份丙酮 Solvent: 78.0 parts by weight of acetone
1.5重量份二甲基甲醯胺 1.5 parts by weight of dimethylformamide
乳化劑:烷基芳基聚乙二醇醚 Emulsifier: alkyl aryl polyglycol ether
為了製造適合的活性化合物製劑,將1重量份活性化合物與所述量溶劑混合且以含有1000ppm乳化劑濃度的水稀釋至所欲濃度。以含有乳化 劑的水稀釋而準備更多的試驗濃度。 To produce a suitable active compound formulation, 1 part by weight of active compound is mixed with the amount of solvent and diluted to the desired concentration with water containing 1000 ppm emulsifier concentration. Emulsified The agent is diluted with water to prepare more test concentrations.
將受到所有蛻期階段的綠桃蚜(green peach aphid)(桃蚜(Myzus persicae))感染之結球白菜(大白菜)葉片以所欲濃度之活性成分製劑噴灑。 Leaves of Chinese cabbage (Chinese cabbage) infected with green peach aphid (Myzus persicae) at all stages of the stage are sprayed at the desired concentration of the active ingredient preparation.
在5-6天後測定死亡率%。100%意指所有的蚜皆被殺死;及0%意指沒有蚜被殺死。 The % mortality was determined after 5-6 days. 100% means that all cockroaches are killed; and 0% means that no cockroaches are killed.
在此試驗中,例如來自製備實施例的下列化合物在500g/ha之施予率下顯示70%之良好活性:I-1-6、I-1-12、I-1-20、I-1-30、I-1-32、I-1-35、I-1-39、I-1-54、I-1-55、I-1-56、I-1-57、I-1-61、I-1-62、I-1-64、I-2-1、I-2-3、I-3-2。 In this test, for example, the following compounds from the preparation examples were shown at an application rate of 500 g/ha. 70% good activity: I-1-6, I-1-12, I-1-20, I-1-30, I-1-32, I-1-35, I-1-39, I- 1-54, I-1-55, I-1-56, I-1-57, I-1-61, I-1-62, I-1-64, I-2-1, I-2- 3. I-3-2.
溶劑:78.0重量份丙酮 Solvent: 78.0 parts by weight of acetone
1.5重量份二甲基甲醯胺 1.5 parts by weight of dimethylformamide
乳化劑:烷基芳基聚乙二醇醚 Emulsifier: alkyl aryl polyglycol ether
為了製造適合的活性化合物製劑,將1重量份活性化合物與所述量溶劑混合,且將濃縮物以含有1000ppm乳化劑濃度的水稀釋至所欲濃度。以含有乳化劑的水稀釋而準備更多的試驗濃度。 To produce a suitable active compound formulation, 1 part by weight of active compound is mixed with the amount of solvent, and the concentrate is diluted to a desired concentration with water containing a concentration of 1000 ppm emulsifier. Prepare more test concentrations by diluting with water containing an emulsifier.
將以南方綠椿象(southern green stink bug)(稻綠蝽)侵襲的大麥植物(大麥(Hordeum vulgare))以含有所欲濃度之活性成分的試驗溶液噴灑。 A barley plant (Hordeum vulgare) infested with a southern green stink bug (Hordeum vulgare) was sprayed with a test solution containing the active ingredient at the desired concentration.
在4天後測定死亡率%。100%意指所有的椿象皆被殺死;0%意指沒有椿象被殺死。 The % mortality was determined after 4 days. 100% means that all signs are killed; 0% means that no signs are killed.
在此試驗中,例如來自製備實施例的下列化合物在500g/ha之施予率下顯示90%之良好活性:I-1-18、I-1-20、I-1-21、I-1-22、I-1-23、I-1-25、I-1-26、I-1-29、I-1-33、I-1-35、I-1-37、I-1-42、I-1-43、I-1-44、I-1-50、 I-1-51、I-1-55、I-1-56、I-1-57、I-1-58、I-1-59、I-1-60、I-1-61、I-1-62、I-1-63、I-1-64、I-1-69、I-1-76。 In this test, for example, the following compounds from the preparation examples were shown at an application rate of 500 g/ha. 90% good activity: I-1-18, I-1-20, I-1-21, I-1-22, I-1-23, I-1-25, I-1-26, I- 1-29, I-1-33, I-1-35, I-1-37, I-1-42, I-1-43, I-1-44, I-1-50, I-1- 51, I-1-55, I-1-56, I-1-57, I-1-58, I-1-59, I-1-60, I-1-61, I-1-62, I-1-63, I-1-64, I-1-69, I-1-76.
溶劑:78.0重量份丙酮 Solvent: 78.0 parts by weight of acetone
1.5重量份二甲基甲醯胺 1.5 parts by weight of dimethylformamide
乳化劑:烷基芳基聚乙二醇醚 Emulsifier: alkyl aryl polyglycol ether
為了製造適合的活性化合物製劑,將1重量份活性化合物與所述量溶劑混合且以含有1000ppm乳化劑濃度的水稀釋至所欲濃度。以含有乳化劑的水稀釋而準備更多的試驗濃度。 To produce a suitable active compound formulation, 1 part by weight of active compound is mixed with the amount of solvent and diluted to the desired concentration with water containing 1000 ppm emulsifier concentration. Prepare more test concentrations by diluting with water containing an emulsifier.
將稻米植物(水稻)以所欲濃度之活性成分製劑噴灑且將植物以褐飛蝨(brown planthopper)(褐飛蝨(Nilaparvata lugens))侵襲。 The rice plants (rice) are sprayed at the desired concentration of the active ingredient preparation and the plants are infested with brown planthopper (Nilaparvata lugens).
在4天後測定死亡率%。100%意指所有的飛蝨皆被殺死;而0%意指沒有飛蝨被殺死。 The % mortality was determined after 4 days. 100% means that all the locusts are killed; and 0% means that no locusts are killed.
在此試驗中,例如來自製備實施例的下列化合物在500g/ha之施予率下顯示70%之良好活性:I-1-20、I-1-42、I-1-50、I-1-51、I-1-61、I-1-75。 In this test, for example, the following compounds from the preparation examples were shown at an application rate of 500 g/ha. 70% of good activity: I-1-20, I-1-42, I-1-50, I-1-51, I-1-61, I-1-75.
溶劑:78.0重量份丙酮 Solvent: 78.0 parts by weight of acetone
1.5重量份二甲基甲醯胺 1.5 parts by weight of dimethylformamide
乳化劑:烷基芳基聚乙二醇醚 Emulsifier: alkyl aryl polyglycol ether
為了製造適合的活性化合物製劑,將1重量份活性化合物與所述量溶劑混合且以含有1000ppm乳化劑濃度的水稀釋至所欲濃度。以含有乳化劑的水稀釋而準備更多的試驗濃度。 To produce a suitable active compound formulation, 1 part by weight of active compound is mixed with the amount of solvent and diluted to the desired concentration with water containing 1000 ppm emulsifier concentration. Prepare more test concentrations by diluting with water containing an emulsifier.
將結球白菜(大白菜)葉片以所欲濃度之活性成分製劑噴灑。一經乾燥時,將葉片以芥菜甲蟲(辣根猿葉甲(Phaedon cochleariae))之幼蟲侵襲。 The leaves of Chinese cabbage (Chinese cabbage) are sprayed at a desired concentration of the active ingredient preparation. Once dried, the leaves are infested with larvae of the mustard beetle (Phaedon cochleariae).
在7天後測定死亡率%。100%意指所有的甲蟲幼蟲皆被殺死;而0%意指沒有甲蟲幼蟲被殺死。 The % mortality was determined after 7 days. 100% means that all beetle larvae are killed; and 0% means that no beetle larvae are killed.
在此試驗中,例如來自製備實施例的下列化合物在500g/ha之施予率下顯示80%之良好活性:I-1-1、I-1-2、I-1-3、I-1-4、I-1-5、I-1-6、I-1-7、I-1-8、I-1-9、I-1-10、I-1-11、I-1-12、I-1-13、I-1-14、I-1-18、I-1-19、I-1-20、I-1-21、I-1-22、I-1-23、I-1-24、I-1-25、I-1-26、I-1-27、I-1-28、I-1-30、I-1-31、I-1-32、I-1-35、I-1-36、I-1-37、I-1-38、I-1-39、I-1-40、I-1-41、I-1-43、I-1-44、I-1-46、I-1-47、I-1-48、I-1-50、I-1-52、I-1-53、I-1-54、I-1-55、I-1-56、I-1-57、I-1-58、I-1-59、I-1-60、I-1-61、I-1-62、I-1-64、I-1-68、I-1-69、I-1-70、I-1-71、I-1-72、I-1-73、I-1-76、I-1-78、I-2-1、I-2-2、I-2-3、I-2-4、I-2-5、I-2-6、I-3-1、I-3-2。 In this test, for example, the following compounds from the preparation examples were shown at an application rate of 500 g/ha. 80% good activity: I-1-1, I-1-2, I-1-3, I-1-4, I-1-5, I-1-6, I-1-7, I- 1-8, I-1-9, I-1-10, I-1-11, I-1-12, I-1-13, I-1-14, I-1-18, I-1- 19. I-1-20, I-1-21, I-1-22, I-1-23, I-1-24, I-1-25, I-1-26, I-1-27, I-1-28, I-1-30, I-1-31, I-1-32, I-1-35, I-1-36, I-1-37, I-1-38, I- 1-39, I-1-40, I-1-41, I-1-43, I-1-44, I-1-46, I-1-47, I-1-48, I-1- 50, I-1-52, I-1-53, I-1-54, I-1-55, I-1-56, I-1-57, I-1-58, I-1-59, I-1-60, I-1-61, I-1-62, I-1-64, I-1-68, I-1-69, I-1-70, I-1-71, I- 1-72, I-1-73, I-1-76, I-1-78, I-2-1, I-2-2, I-2-3, I-2-4, I-2- 5. I-2-6, I-3-1, I-3-2.
溶劑:78.0重量份丙酮 Solvent: 78.0 parts by weight of acetone
1.5重量份二甲基甲醯胺 1.5 parts by weight of dimethylformamide
乳化劑:烷基芳基聚乙二醇醚 Emulsifier: alkyl aryl polyglycol ether
為了製造適合的活性化合物製劑,將1重量份活性化合物與所述量溶劑混合且以含有1000ppm乳化劑濃度的水稀釋至所欲濃度。以含有乳化劑的水稀釋而準備更多的試驗濃度。 To produce a suitable active compound formulation, 1 part by weight of active compound is mixed with the amount of solvent and diluted to the desired concentration with water containing 1000 ppm emulsifier concentration. Prepare more test concentrations by diluting with water containing an emulsifier.
將玉米(玉蜀黍(Zea mays)葉節以所欲濃度之活性成分製劑噴灑。一經乾燥時,將葉片以草地黏蟲(fall armyworm)(秋夜盜蛾Spodoptera frugiperda))之幼蟲侵襲。 The corn (Zea mays) leaf segments are sprayed at the desired concentration of the active ingredient preparation. Upon drying, the leaves are infested with larvae of the fall armyworm (Spodoptera frugiperda).
在7天後測定死亡率%。100%意指所有的毛蟲皆被殺死;而0%意指沒有毛蟲被殺死。 The % mortality was determined after 7 days. 100% means that all caterpillars are killed; 0% means that no caterpillars are killed.
在此試驗中,例如來自製備實施例的下列化合物在500g/ha之施予率下顯示80%之良好活性:I-1-27、I-1-28、I-1-55、I-1-57、I-1-61、I-1-62、I-1-64、I-1-69、I-1-76。 In this test, for example, the following compounds from the preparation examples were shown at an application rate of 500 g/ha. 80% good activity: I-1-27, I-1-28, I-1-55, I-1-57, I-1-61, I-1-62, I-1-64, I- 1-69, I-1-76.
溶劑:78.0重量份丙酮 Solvent: 78.0 parts by weight of acetone
1.5重量份二甲基甲醯胺 1.5 parts by weight of dimethylformamide
乳化劑:烷基芳基聚乙二醇醚 Emulsifier: alkyl aryl polyglycol ether
為了製造適合的活性化合物製劑,將1重量份活性化合物與所述量溶劑混合且以含有1000ppm乳化劑濃度的水稀釋至所欲濃度。以含有乳化劑的水稀釋而準備更多的試驗濃度。 To produce a suitable active compound formulation, 1 part by weight of active compound is mixed with the amount of solvent and diluted to the desired concentration with water containing 1000 ppm emulsifier concentration. Prepare more test concentrations by diluting with water containing an emulsifier.
將受到所有蛻期階段的二點葉蟎(two spotted spidermite)(紅蜘蛛葉蟎(Tetranychus urticae))感染之豆葉(菜豆(Phaseolus vulgaris))葉片以所欲濃度之活性成分製劑噴灑。 Leaves of bean leaves (Phaseolus vulgaris) infected with two spotted spider mite (Tetranychus urticae) at all stages of the stage are sprayed at the desired concentration of the active ingredient preparation.
在6天後測定死亡率%。100%意指所有的蜘蛛葉蟎皆被殺死;而0%意指沒有蜘蛛葉蟎被殺死。 The % mortality was determined after 6 days. 100% means that all spider spider mites are killed; and 0% means that no spider spider mites are killed.
在此試驗中,例如來自製備實施例的下列化合物在500g/ha之施予率下顯示70%之良好活性:I-1-1、I-1-3、I-1-4、I-1-5、I-1-6、I-1-8、I-1-15、I-1-16、I-1-17、I-1-19、I-1-20、I-1-30、I-1-31、I-1-32、I-1-34、I-1-43、I-1-49、I-1-51、I-1-55、I-1-56、I-1-57、I-1-59、I-1-60、I-1-61、I-1-62、I-1-64、I-1-69、I-1-74、I-1-76、I-2-1、I-2-6。 In this test, for example, the following compounds from the preparation examples were shown at an application rate of 500 g/ha. 70% good activity: I-1-1, I-1-3, I-1-4, I-1-5, I-1-6, I-1-8, I-1-15, I- 1-16, I-1-17, I-1-19, I-1-20, I-1-30, I-1-31, I-1-32, I-1-34, I-1- 43, I-1-49, I-1-51, I-1-55, I-1-56, I-1-57, I-1-59, I-1-60, I-1-61, I-1-62, I-1-64, I-1-69, I-1-74, I-1-76, I-2-1, I-2-6.
溶劑:14重量份二甲基甲醯胺 Solvent: 14 parts by weight of dimethylformamide
乳化劑:烷基芳基聚乙二醇醚 Emulsifier: alkyl aryl polyglycol ether
為了製造適合的活性化合物製劑,將1重量份活性化合物與所述量溶劑混合且以含有1000ppm乳化劑濃度的水稀釋至所欲濃度。以含有乳化劑的水稀釋而準備更多的試驗濃度。 To produce a suitable active compound formulation, 1 part by weight of active compound is mixed with the amount of solvent and diluted to the desired concentration with water containing 1000 ppm emulsifier concentration. Prepare more test concentrations by diluting with water containing an emulsifier.
將包心菜葉(甘藍)經所欲濃度之活性成分製劑噴灑而處理且以小菜蛾(diamondback moth)(菜蛾(Plutella xylostella))之幼蟲侵襲。 Cabbage leaves (cabbage) are treated by spraying the active ingredient preparation of the desired concentration and invaded by larvae of diamondback moth (Plutella xylostella).
在7天後測定死亡率%。100%意指所有的毛蟲皆被殺死;而0%意指沒有毛蟲被殺死。 The % mortality was determined after 7 days. 100% means that all caterpillars are killed; 0% means that no caterpillars are killed.
在此試驗中,例如來自製備實施例的下列化合物在100ppm之施予率下顯示100%之良好活性:I-1-10、I-1-11、I-1-12。 In this test, for example, the following compounds from the preparation examples showed 100% good activity at an application rate of 100 ppm: I-1-10, I-1-11, I-1-12.
溶劑:52.5重量份丙酮 Solvent: 52.5 parts by weight of acetone
7重量份二甲基甲醯胺 7 parts by weight of dimethylformamide
乳化劑:烷基芳基聚乙二醇醚 Emulsifier: alkyl aryl polyglycol ether
為了製造適合的活性化合物製劑,將1重量份活性化合物與所述量溶劑混合,且將濃縮物以含有1000ppm乳化劑濃度的水稀釋至所欲濃度。若必要時,將銨鹽及/或滲透增強劑以1000ppm劑量添加至所欲濃度。 To produce a suitable active compound formulation, 1 part by weight of active compound is mixed with the amount of solvent, and the concentrate is diluted to a desired concentration with water containing a concentration of 1000 ppm emulsifier. If necessary, the ammonium salt and/or permeation enhancer is added to the desired concentration at a dose of 1000 ppm.
將以南方綠椿象(稻綠蝽)侵襲的大麥植物(大麥)以含有所欲濃度之活性成分的試驗溶液噴灑。 Barley plants (barley) infested with southern green mites (rice mites) are sprayed with a test solution containing the active ingredient at the desired concentration.
在4天後測定死亡率%。100%意指所有的椿象皆被殺死;0%意指沒 有椿象被殺死。 The % mortality was determined after 4 days. 100% means that all the signs are killed; 0% means no Something is killed.
在此試驗中,例如來自製備實施例的下列化合物在500g/ha之施予率下顯示90%之良好活性:I-1-1、I-1-3、I-1-4、I-1-6、I-1-7、I-1-8、I-1-10、I-1-11、I-1-12、I-1-14、I-1-15、I-1-20、I-1-25、I-1-27、I-1-29、I-1-30、I-1-31、I-1-35、I-1-42、I-1-43、I-1-44、I-1-50、I-1-51、I-1-55、I-1-56、I-1-57、I-1-58、I-1-59、I-1-60、I-1-61、I-1-62、I-1-64、I-1-65、I-1-66、I-1-67、I-1-69、I-1-73、I-2-5、I-3-1、I-3-2、I-3-3、I-3-4。 In this test, for example, the following compounds from the preparation examples were shown at an application rate of 500 g/ha. 90% good activity: I-1-1, I-1-3, I-1-4, I-1-6, I-1-7, I-1-8, I-1-10, I- 1-11, I-1-12, I-1-14, I-1-15, I-1-20, I-1-25, I-1-27, I-1-29, I-1- 30, I-1-31, I-1-35, I-1-42, I-1-43, I-1-44, I-1-50, I-1-51, I-1-55, I-1-56, I-1-57, I-1-58, I-1-59, I-1-60, I-1-61, I-1-62, I-1-64, I- 1-65, I-1-66, I-1-67, I-1-69, I-1-73, I-2-5, I-3-1, I-3-2, I-3- 3. I-3-4.
溶劑:52.5重量份丙酮 Solvent: 52.5 parts by weight of acetone
7重量份二甲基甲醯胺 7 parts by weight of dimethylformamide
乳化劑:烷基芳基聚乙二醇醚 Emulsifier: alkyl aryl polyglycol ether
為了製造適合的活性化合物製劑,將1重量份活性化合物與所述量溶劑混合且以含有1000ppm乳化劑濃度的水稀釋至所欲濃度。以含有乳化劑的水稀釋而準備更多的試驗濃度。若必要時,將銨鹽及/或滲透增強劑以1000ppm劑量添加至所欲濃度。 To produce a suitable active compound formulation, 1 part by weight of active compound is mixed with the amount of solvent and diluted to the desired concentration with water containing 1000 ppm emulsifier concentration. Prepare more test concentrations by diluting with water containing an emulsifier. If necessary, the ammonium salt and/or permeation enhancer is added to the desired concentration at a dose of 1000 ppm.
將稻米植物(水稻)以所欲濃度之活性化合物噴灑且以褐飛蝨(brown planthopper)(褐飛蝨(Nilaparvata lugens))之幼蟲侵襲。 The rice plants (rice) are sprayed with the active compound at the desired concentration and infested with the larvae of the brown planthopper (Nilaparvata lugens).
在4天後測定死亡率%。100%意指所有的飛蝨皆被殺死;而0%意指沒有飛蝨被殺死。 The % mortality was determined after 4 days. 100% means that all the locusts are killed; and 0% means that no locusts are killed.
在此試驗中,例如來自製備實施例的下列化合物在500g/ha之施予率下顯示80%之良好活性:I-1-6、I-1-20、I-1-30、I-1-42、I-1-59、I-1-61、I-1-62、I-1-65、I-2-6、I-3-5。 In this test, for example, the following compounds from the preparation examples were shown at an application rate of 500 g/ha. 80% good activity: I-1-6, I-1-20, I-1-30, I-1-42, I-1-59, I-1-61, I-1-62, I- 1-65, I-2-6, I-3-5.
溶劑:7重量份二甲基甲醯胺 Solvent: 7 parts by weight of dimethylformamide
乳化劑:烷基芳基聚乙二醇醚 Emulsifier: alkyl aryl polyglycol ether
為了製造適合的活性化合物製劑,將1重量份活性化合物與所述量溶劑混合且以含有1000ppm乳化劑濃度的水稀釋至所欲濃度。以含有乳化劑的水稀釋而準備更多的試驗濃度。將銨鹽及/或滲透增強劑(菜籽油甲酯)以1000ppm劑量添加至所欲濃度。 To produce a suitable active compound formulation, 1 part by weight of active compound is mixed with the amount of solvent and diluted to the desired concentration with water containing 1000 ppm emulsifier concentration. Prepare more test concentrations by diluting with water containing an emulsifier. The ammonium salt and/or permeation enhancer (canola oil methyl ester) is added to the desired concentration at a 1000 ppm dose.
將菜豆植物(四季豆(Phaseolus vulgaris))經所欲濃度之活性化合物製劑噴灑而處理且每株植物以10隻褐椿象(brown stink bug)(大豆褐蝽(Euschistus heros))之幼蟲侵襲。 The bean plants (Phaseolus vulgaris) were treated by spraying the active compound preparation of the desired concentration and each plant was infested with 10 larvae of the brown stink bug (Euschistus heroes).
在7天後測定供給控制%。100%意指沒有明顯的供給損傷;而0%意指相當於未經處理之對照植物的植物損傷。 The supply control % was measured after 7 days. 100% means no significant supply damage; and 0% means plant damage equivalent to untreated control plants.
在此試驗中,例如來自製備實施例的下列化合物在100ppm之施予率下顯示75%之良好活性:I-1-4、I-1-6、I-1-7、I-1-14、I-1-20。 In this test, for example, the following compounds from the preparation examples are shown at an application rate of 100 ppm. 75% of good activity: I-1-4, I-1-6, I-1-7, I-1-14, I-1-20.
溶劑:7重量份二甲基甲醯胺 Solvent: 7 parts by weight of dimethylformamide
乳化劑:烷基芳基聚乙二醇醚 Emulsifier: alkyl aryl polyglycol ether
為了製造適合的活性化合物製劑,將1重量份活性化合物與所述量溶劑混合且以含有1000ppm乳化劑濃度的水稀釋至所欲濃度。以含有乳化劑的水稀釋而準備更多的試驗濃度。將銨鹽及/或滲透增強劑(菜籽油甲酯)以1000ppm劑量添加至所欲濃度。 To produce a suitable active compound formulation, 1 part by weight of active compound is mixed with the amount of solvent and diluted to the desired concentration with water containing 1000 ppm emulsifier concentration. Prepare more test concentrations by diluting with water containing an emulsifier. The ammonium salt and/or permeation enhancer (canola oil methyl ester) is added to the desired concentration at a 1000 ppm dose.
將棉植物(陸地棉(Gossypium hirsutum))經所欲濃度之活性化合物製劑噴灑而處理且以每株植物以10隻綠盲蝽象(green plant bug)(稻綠蝽)之幼 蟲侵襲。 Cotton plants (Gossypium hirsutum) are sprayed with a preparation of the active compound at the desired concentration and 10 young green plant bugs (rice green pupa) per plant Insect attack.
在2天後測定供給控制%。100%意指沒有明顯的供給損傷;而0%意指相當於未經處理之對照植物的植物損傷。 The supply control % was measured after 2 days. 100% means no significant supply damage; and 0% means plant damage equivalent to untreated control plants.
在此試驗中,例如來自製備實施例的下列化合物在100ppm之施予率下顯示70%之良好活性:I-1-4、I-1-6、I-1-7、I-1-14、I-1-20、I-1-43。 In this test, for example, the following compounds from the preparation examples are shown at an application rate of 100 ppm. 70% of good activity: I-1-4, I-1-6, I-1-7, I-1-14, I-1-20, I-1-43.
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-
2016
- 2016-07-05 BR BR112018000308-5A patent/BR112018000308B1/en not_active IP Right Cessation
- 2016-07-05 TW TW105121164A patent/TW201716389A/en unknown
- 2016-07-05 JP JP2018500461A patent/JP6732877B2/en not_active Expired - Fee Related
- 2016-07-05 RU RU2018104284A patent/RU2724555C2/en active
- 2016-07-05 KR KR1020187003413A patent/KR20180025949A/en not_active Ceased
- 2016-07-05 MX MX2018000292A patent/MX2018000292A/en unknown
- 2016-07-05 CN CN201680043863.4A patent/CN107846888B/en not_active Expired - Fee Related
- 2016-07-05 US US15/741,758 patent/US10271552B2/en not_active Expired - Fee Related
- 2016-07-05 WO PCT/EP2016/065766 patent/WO2017005717A1/en active Application Filing
- 2016-07-06 AR ARP160102058A patent/AR105278A1/en unknown
- 2016-07-06 UY UY0001036776A patent/UY36776A/en not_active Application Discontinuation
-
2018
- 2018-01-03 PH PH12018500009A patent/PH12018500009A1/en unknown
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BR112018000308B1 (en) | 2022-05-17 |
MX2018000292A (en) | 2018-04-20 |
RU2018104284A3 (en) | 2019-12-10 |
RU2724555C2 (en) | 2020-06-23 |
US10271552B2 (en) | 2019-04-30 |
RU2018104284A (en) | 2019-08-06 |
WO2017005717A1 (en) | 2017-01-12 |
BR112018000308A2 (en) | 2018-09-04 |
CN107846888B (en) | 2021-02-26 |
US20180213782A1 (en) | 2018-08-02 |
JP6732877B2 (en) | 2020-07-29 |
UY36776A (en) | 2017-01-31 |
KR20180025949A (en) | 2018-03-09 |
AR105278A1 (en) | 2017-09-20 |
CN107846888A (en) | 2018-03-27 |
PH12018500009A1 (en) | 2018-07-09 |
JP2018525352A (en) | 2018-09-06 |
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